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Citations (573)
Conditions
References A
B
C
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199
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Bernasconi, Claude F.; Zitomer, Janie L.; Schuck, David F.
Journal of Organic Chemistry, 1992 , vol. 57, # 4 p. 1132 - 1139 Title/Abstract Full Text View citing articles Show Details
in water; dimethyl sulfoxide
T=20°C; Equilibrium constant;
A
200
B
C
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Rx-ID: 3075846 Find similar reactions
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Bernasconi, Claude F.; Zitomer, Janie L.; Schuck, David F.
Journal of Organic Chemistry, 1992 , vol. 57, # 4 p. 1132 - 1139 Title/Abstract Full Text View citing articles Show Details
in water; dimethyl sulfoxide
T=20°C; Equilibrium constant;
A
B
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201
B: 52%
Rx-ID: 24821325 Find similar reactions
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Merck and Co., Inc.
Patent: US5032604 A1, 1991 ; Title/Abstract Full Text Show Details
13.A:Preparation of 1-Benzoyl-4-(4-acetamidobenzoylpiperidine Step A Preparation of 1-Benzoyl-4-(4-acetamidobenzoylpiperidine N-Benzoylisonipecotic acid (11.65 g, 50 mmol) was dissolved in dichloromethane (150 ml) and dimethylformamide (1 ml) was added. Oxalyl chloride (4.80 ml, 6.98 g, 55 mmol) was added dropwise and the mixture was stirred for 3 hours. The solvent was evaporated under reduced pressure to give a yellow oil which crystallized slowly. The residue was dissolved in chloroform (25 ml) and was added to a stirred suspension of acetanilide (13.52 g, 0.1 mol) in 1,2,4-trichlorobenzene (150 ml). The mixture was heated to 60° C. and aluminum chloride (26.7 g, 0.2 mmol) was added in portions over 15 minutes. The dark mixture was heated to 100° C. for 90 minutes, cooled and water (150 ml) was added slowly. The mixture was extracted with dichloromethane (4*150 ml) and the combined organic fractions were washed with water (200 ml), dried (Na2 SO4) and evaporated under reduced pressure to give a purple oil. The compound was purified by flash column chromatography on silica gel eluding with ethyl acetate/3percent CH3 OH to give the piperidine as a pale yellow solid (9.19 g, 52percent). δH(CDCl3) 7.92(2H, d, J 8.3 Hz), 7.72(1H, br s), 7.64(2H, d, J 8.3 Hz), 7.41(5H, s), 4.7(1H, br s), 3.9(1H, br s), 3.5(1H, br m), 3.1(2H, br s), 2.19(3H, s), and 2.1-1.7(4H, br m). B: 52%
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Merck and Co., Inc.
Patent: US5112824 A1, 1992 ; Title/Abstract Full Text Show Details
13.A:Step A: Step A: Preparation of 1-Benzoyl-4-(4-acetamidobenzoylpiperidine N-Benzoylisonipecotic acid (11.65 g, 50 mmol) was dissolved in dichloromethane (150 ml) and dimethylformamide (1 ml) was added. Oxalyl chloride (4.80 ml, 6.98 g, 55 mmol) was added dropwise and the mixture was stirred for 3 hours. The solvent was evaporated under reduced pressure to give a yellow oil which crystallized slowly. The residue was dissolved in chloroform (25 ml) and was added to a stirred suspension of acetanilide (13.52 g, 0.1 mol) in 1,2,4-trichlorobenzene (150 ml). The mixture was heated to 60° C. and aluminum chloride (26.7 g, 0.2 mmol) was added in portions over 15 minutes.
The dark mixture was heated to 100° C. for 90 minutes, cooled and water (150 ml) was added slowly. The mixture was extracted with dichloromethane (4*150 ml) and the combined organic fractions were washed with water (200 ml), dried (Na2 SO4) and evaporated under reduced pressure to give a purple oil. The compound was purified by flash column chromatography on silica gel eluding with ethyl acetate/3percent CH3 OH to give the piperidine as a pale yellow solid (9.19 g, 52percent). δH(CDCl3) 7.92 (2H, d, J 8.3 Hz), 7.72 (1H, br s), 7.64 (2H, d, J 8.3 Hz), 7.41 (5H, s), 4.7 (1H, br s), 3.9 (1H, br s), 3.5 (1H, br m), 3.1 (2H, br s), 2.19 (3H, s), and 2.1-1.7 (4H, br m). A
B
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202
B: 77%
Rx-ID: 24821326 Find similar reactions
Merck and Co., Inc.
Patent: US5032604 A1, 1991 ;
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Title/Abstract Full Text Show Details
13.D:Preparation of 1-Benzoyl-4-(benzofuroxan-5(or 6)-carbonyl)piperidine
Step D Preparation of 1-Benzoyl-4-(benzofuroxan-5(or 6)-carbonyl)piperidine Dimethylsulfoxide (2.34 ml. 2.58 g, 33 mmol) in dichloromethane (7.5 ml) was added dropwise to a stirred solution of oxalyl chloride (1.44 ml. 2.09 g, 16.5 mmol) in dichloromethane (37.5 ml) cooled to -60° C. The mixture was stirred at -60° C. for 5 minutes and 1-benzoyl-4-[(benzofuroxan-5-yl)-hydroxymethyl]piperidine (5.30 g, 15 mmol) in dichloromethane (15 ml) was added dropwise. The mixture was stirred at -60° C. for 15 minutes then triethylamine (10.45 ml, 7.59 g, 75 mmol) was added dropwise. The mixture was stirred at -60° C. for 5 minutes then allowed to warm to room temperature and poured into water (75 ml). The layers were separated and the aqueous layer was extracted with dichloromethane (2*75 ml). The combined organic fractions were dried (Na2 SO4) and evaporated under reduced pressure to give a dark solid which was purified by flash column chromatography on silica gel, eluding with ethyl acetate/50percent hexane to give the piperidine as an orange solid (4.06 g, 77percent). δH(CDCl3) 8.24(1H, br s), 7.89(1H, br s), 7.68(1H, br s), 7.42(5H, s), 4.75(1H, br s), 3.9(1H, br s), 3.55(1H, br m), 3.1(2H, br s), and 2.2-1.7(4H, m).
B: 77%
Merck and Co., Inc.
Patent: US5112824 A1, 1992 ;
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Title/Abstract Full Text Show Details
13.D:Step D:
Step D: Preparation of 1-Benzoyl-4-(benzofuroxan-5(or 6)-carbonyl)piperidine Dimethylsulfoxide (2.34 ml. 2.58 g, 33 mmol) in dichloromethane (7.5 ml) was added dropwise to a stirred solution of oxalyl chloride (1.44 ml. 2.09 g, 16.5 mmol) in dichloromethane (37.5 ml) cooled to -60° C. The mixture was stirred at -60° C. for 5 minutes and 1-benzoyl-4-[(benzofuroxan-5(or 6)-yl)hydroxymethyl]piperidine (5.30 g, 15 mmol) in dichloromethane (15 ml) was added dropwise. The mixture was stirred at -60° C. for 15 minutes then triethylamine (10.45 ml, 7.59 g, 75 mmol) was added dropwise. The mixture was stirred at -60° C. for 5 minutes then allowed to warm to room temperature and poured into water (75 ml). The layers were separated and the aqueous layer was extracted with dichloromethane (2*75 ml). The combined organic fractions were dried (Na2 SO4) and evaporated under reduced pressure to give a dark solid which was purified by flash column chromatography on silica gel, eluding with ethyl acetate/50percent hexane to give the piperidine as an orange solid (4.06 g, 77percent). δH(CDCl3) 8.24 (1H, br s), 7.89 (1H, br s), 7.68 (1H, br s), 7.42 (5H, s), 4.75 (1H, br s), 3.9 (1H, br s), 3.55 (1H, br m), 3.1 (2H, br s), and 2.2-1.7 (4H, m). A
B
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203
Rx-ID: 24821327 Find similar reactions
Merck and Co., Inc.
Patent: US5032604 A1, 1991 ;
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Title/Abstract Full Text Show Details
13.B:Preparation of 1-Benzoyl-4[(4-acetamidophenyl)hydroxymethyl]piperidine
Step B Preparation of 1-Benzoyl-4[(4-acetamidophenyl)hydroxymethyl]piperidine Sodium borohydride (1.13 g, 30 mmol) was added to a stirred suspension of 1-benzoyl-4-(4-acetamidobenzoyl)piperidine (10.0 g, 29 mmol) in ethanol (300 ml), cooled in a water bath. The mixture was stirred at room temperature for 1 hour then additional sodium borohydride (1.13 g, 30 mmol) was added and stirring was continued for 2 hours. The solvent was evaporated under reduced pressure and water (200 ml), HCl--H2 O (6M, 15 ml) and methanol (15 ml) were added. The mixture was extracted with dichloromethane (4*200 ml) and the combined organic fractions were dried (Na2 SO4) and evaporated under reduced pressure to give an off-white solid which was crystallized from ethanol to give the piperidine as white crystals. (5.77 g, 57percent) δH(CDCl3) 9.87(1H, s), 7.50(2H, d, J 8.3 Hz), 7.42(3H, m), 7.33(2H, m), 7.19(2H, d J 8.3 Hz), 5.16(1H, d, J 4.3 Hz), 4.5(1H, br s), 4.2(1H, m), 3.6(1H, br s), 2.9(1H, br s), 2.6(1H, br s), 2.02(3H,s), 1.7(2H, br s), 1.3(1H, br s), and 1.2(2H, br s).
Merck and Co., Inc.
Patent: US5112824 A1, 1992 ;
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Title/Abstract Full Text Show Details
13.B:Step B:
Step B: Preparation of 1-Benzoyl-4[(4-acetamidophenyl)hydroxymethyl]piperidine Sodium borohydride (1.13 g, 30 mmol) was added to a stirred suspension of 1-benzoyl-4-(4-acetamidobenzoyl)piperidine (10.0 g, 29 mmol) in ethanol (300 ml), cooled in a water bath. The mixture was stirred at room temperature for 1 hour then additional sodium borohydride (1.13 g, 30 mmol) was added and stirring was continued for 2 hours. The solvent was evaporated under reduced pressure and water (200 ml), HCl--H2 O (6M, 15 ml) and methanol (15 ml) were added. The mixture was extracted with dichloromethane (4*200 ml) and the combined organic fractions were dried (Na2 SO4) and evaporated under reduced pressure to give an off-white solid which was crystallized from ethanol to give the piperidine as white crystals. (5.77 g, 57percent) δH(CDCl3) 9.87 (1H, s), 7.50 (2H, d, J 8.3 Hz), 7.42 (3H, m), 7.33 (2H, m), 7.19 (2H, d J 8.3 Hz), 5.16 (1H, d, J 4.3 Hz), 4.5 (1H, br s), 4.2 (1H, m), 3.6 (1H, br s), 2.9 (1H, br s), 2.6 (1H, br s), 2.02 (3H, s), 1.7 (2H, br s), 1.3 (1H, br s), and 1.2 (2H, br s). A
B
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204
Rx-ID: 24903704 Find similar reactions
Glaxo Inc.
Patent: US5130321 A1, 1992 ;
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Title/Abstract Full Text Show Details
11:Cis-N-1-(2-thienyl)ethyl]-3-hydroxy-3-methyl-4-(1-oxopropyl)phenylamino]piperidine
EXAMPLE 11 Cis-N-1-(2-thienyl)ethyl]-3-hydroxy-3-methyl-4-(1-oxopropyl)phenylamino]piperidine A mixture of cis-3-hydroxy-3-methyl-4-[(1-oxopropyl) phenylamino]piperidine (350 mg, 1.33 mmol), 2-(2-thienyl)-1-o-(4-methylphenylsulfonyl)ethanol (376 mg, 1.33 mmol, 100 mol percent), potassium carbonate (100 mg, 0.72 mmol, 54 mol percent), and sodium iodide (100 mg, 0.67 mmol, 50 mol percent), in acetonitrile (5 mL) is stirred at 50° C. for 16 h and cooled to 23° C. The mixture is then concentrated and the resultant residue dissolved in 1M phosphoric acid solution (10 mL). This solution is washed with EtOAc (2*10 mL) and then basified to a pH of 7.5 with a saturated sodium carbonate solution. The resultant suspension is extracted with EtOAc (3*10 mL) and the combined extracts dried(MgSO4), filtered, concentrated, and chromatographed on silica gel (50percent Hexanes, 50percent EtOAc) to give cis-N-[1-(2-thienyl)ethyl]-3-hydroxy-3-methyl-4 -[(1-oxopropyl)phenylamino] piperidine as an oil: 250 mg, 50percent. Hydrochloride salt: The HCl salt was made as described in example 11. mp 163°-165° C. Anal. Calcd. for C21 H29 N2 O2 SCl (1/4 mole H20): C, 61.0; H, 7.1; N, 6.8percent. Found: C, 61.1; H, 7.2; N, 6.8percent. A
B
205
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Rx-ID: 24957181 Find similar reactions
B: 99%
With potassium hydroxide in methanol; aqueous sodium hypochlorite; water; nitric acid; acetic anhydride
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Merck and Co., Inc.
Patent: US5112824 A1, 1992 ;
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Title/Abstract Full Text Show Details
13.C:Step C:
Step C: Preparation of 1-Benzoyl-4-[(benzofuroxan-5(or 6)-yl)hydroxymethyl]piperidine 4-Dimethylaminopyridine (195 mg, 1.6 mmol) was added to a stirred suspension of 1-benzoyl-4-[(4-acetamidophenyl)hydroxymethyl]piperidine (5.63 g, 16 mmol) in acetic anhydride (50 ml) and the mixture was stirred at room temperature for 24 hours. The mixture was cooled in ice and nitric acid (90percent, 7.5 ml) was added dropwise. The mixture was stirred at 0° C. for 30 minutes, diluted with dichloromethane (200 ml), washed with aqueous sodium hydrogen carbonate (saturated, 250 ml), dried (Na2 SO4) and evaporated under reduced pressure to give an orange foam. The foam dissolved in methanol (25 ml) and a solution of potassium hydroxide (5 g) in methanol (25 ml) was added dropwise with stirring and cooling. The mixture was stirred at room temperature for 30 minutes, cooled in ice and aqueous sodium hypochlorite (Ca. 5percent, 50 ml) was added dropwise over 30 minutes. Water (50 ml) was added and the mixture was extracted with dichloromethane (3*100 ml). The combined organic fractions were dried (Na2 SO4) and evaporated under reduced pressure to give the piperidine as an orange foam (5.61 g, 99percent). δH(CDCl3) 7.6-7.2 (8H, br m), 4.8 (1H, br s), 4.49 (1H, d, J 6.2 Hz), 3.8 (1H, br s), 2.9 (1H, br s), 2.7 (1H, br s), 2.5 (1H, br s, exchanges with D2 O), and 2.0-1.3 (5H, br m).
206
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82 % Chromat.
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With N,N'-methyl-(3-dimethylaminopropyl)-amine; carbon monoxide; water; Rh6(CO)12 in 2-ethoxy-ethanol
T=40°C; P=6080 Torr; 5 h;
A
207
Rx-ID: 1498938 Find similar reactions
Kaneda, Kiyotomi; Fujita, Kazuo; Takemoto, Tetsuya; Imanaka, Toshinobu
Bulletin of the Chemical Society of Japan, 1991 , vol. 64, # 2 p. 602 - 612 Title/Abstract Full Text Show Details
B
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Joffre, Jacques; Geneste, Patrick; Mensah, Jean-Baptiste; Moreau, Claude
Bulletin des Societes Chimiques Belges, 1991 , vol. 100, # 11 p. 865 - 872 Title/Abstract Full Text Show Details
With hydrogen; molybdenum(IV) disulfide in n-heptane
T=300°C; P=30002.4 Torr; other temp.; ΔH0f, ΔG0f; Rate constantMechanismThermodynamic data;
A
B
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208
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With potassium chloride in water; dimethyl sulfoxide
T=20°C; Rate constantEquilibrium constant;
Bernasconi, Claude F.; Stronach, Michael W.
Journal of the American Chemical Society, 1991 , vol. 113, # 6 p. 2222 - 2227 Title/Abstract Full Text View citing articles Show Details
A
B
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209
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With potassium chloride in water; dimethyl sulfoxide
T=20°C; Rate constantEquilibrium constant;
Bernasconi, Claude F.; Stronach, Michael W.
Journal of the American Chemical Society, 1991 , vol. 113, # 6 p. 2222 - 2227 Title/Abstract Full Text View citing articles Show Details
A
210
B
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With potassium chloride in water; dimethyl sulfoxide
T=20°C; Rate constantEquilibrium constant;
Bernasconi, Claude F.; Stronach, Michael W.
Journal of the American Chemical Society, 1991 , vol. 113, # 6 p. 2222 - 2227 Title/Abstract Full Text View citing articles Show Details
A
B
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211
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With potassium chloride in water; dimethyl sulfoxide
T=20°C; Rate constantEquilibrium constant;
Bernasconi, Claude F.; Stronach, Michael W.
Journal of the American Chemical Society, 1991 , vol. 113, # 6 p. 2222 - 2227 Title/Abstract Full Text View citing articles Show Details
A
B
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212
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Bernasconi, Claude F.; Stronach, Michael W.
Journal of Organic Chemistry, 1991 , vol. 56, # 6 p. 1993 - 2001 Title/Abstract Full Text View citing articles Show Details
in water; N,N-dimethyl-formamide
T=20°C; Equilibrium constantRate constant;
A
213
B
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Goermar, Gerhard; Seiffarth, Klaus; Schulz, Manfred; Chachimbombo, Chitula Leopoldina
Journal fuer Praktische Chemie (Leipzig), 1991 , vol. 333, # 3 p. 475 - 479 Title/Abstract Full Text Show Details
in acetonitrile
T=25°C; Equilibrium constant;
A
B
C
D
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214
Synthesize Find similar Rx-ID: 3646812 Find similar reactions
A: 5.4 % Chromat. B: 17.7 % Chromat. C: 8.4 % Chromat. D: 26.6 % Chromat.
With oxygen in ethyl acetate
T=20°C; further use of different solvents at different temp.; Product distribution;
Blau, K.; Burgemeister, I.; Grasnick, J.; Voerckel, V.
Journal fuer Praktische Chemie (Leipzig), 1991 , vol. 333, # 3 p. 455 - 466 Title/Abstract Full Text Show Details
215
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Rx-ID: 24874849 Find similar reactions
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With potassium hydroxide in methanol; aqueous sodium hypochlorite; water; nitric acid; acetic anhydride
Merck and Co., Inc.
Patent: US5032604 A1, 1991 ;
Hide Experimental Procedure
Title/Abstract Full Text Show Details
13.C:Preparation of 1-Benzoyl-4-[(benzofuroxan-5(or 6)-yl)hydroxymethyl]piperidine
4-Dimethylaminopyridine (195 mg, 1.6 mmol) was added to a stirred suspension of 1-benzoyl-4-[(4-acetamidophenyl)hydroxymethyl]piperidine (5.63 g, 16 mmol) in acetic anhydride (50 ml) and the mixture was stirred at room temperature for 24 hours. The mixture was cooled in ice and nitric acid (90percent, 7.5 ml) was added dropwise. The mixture was stirred at 0° C. for 30 minutes, diluted with dichloromethane (200 ml), washed with aqueous sodium hydrogen carbonate (saturated, 250 ml), dried (Na2 SO4) and evaporated under reduced pressure to give an orange foam. The foam dissolved in methanol (25 ml) and a solution of potassium hydroxide (5 g) in methanol (25 ml) was added dropwise with stirring and cooling. The mixture was stirred at room temperature for 30 minutes, cooled in ice and aqueous sodium hypochlorite (Ca. 5percent, 50 ml) was added dropwise over 30 minutes. Water (50 ml) was added and the mixture was extracted with dichloromethane (3*100 ml). The combined organic fractions were dried (Na2 SO4) and evaporated under reduced pressure to give the piperidine as an organe foam (5.61 g, 99percent). δH(CDCl3) 7.6-7.2(8H, br m), 4.8(1H, br s), 4.49(1H, d, J 6.2 Hz), 3.8(1H, br s), 2.9(1H, br s), 2.7(1H, br s), 2.5(1H, br s, exchanges with D2 O), and 2.0-1.3(5H, br m). A
B
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216
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With aq. piperidinium in acetonitrile
T=25°C; Equilibrium constant;
Anne; Moiroux
Journal of Organic Chemistry, 1990 , vol. 55, # 15 p. 4608 - 4614 Title/Abstract Full Text View citing articles Show Details
A
B
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217
Synthesize Find similar Rx-ID: 2457413 Find similar reactions
With aq. piperidinium in acetonitrile
T=25°C; Equilibrium constant;
Anne; Moiroux
Journal of Organic Chemistry, 1990 , vol. 55, # 15 p. 4608 - 4614 Title/Abstract Full Text View citing articles Show Details
A
B
C
218
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Rx-ID: 2479920 Find similar reactions
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With potassium tert-butylate; water in diethyl ether
Kozikowski, Alan P.; Chen, Chinpiao; Ball, Richard G.
Tetrahedron Letters, 1990 , vol. 31, # 41 p. 5869 - 5872 Title/Abstract Full Text View citing articles Show Details
A
B
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219
Rx-ID: 24821328 Find similar reactions
Daiso Co., Ltd.
Patent: US4909957 A1, 1990 ;
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4:PREPARATION 4
PREPARATION 4 The starting phenol derivative 10.0 g) of the following formula: STR19 and the same R-(-)-epichlorohydrin (18.6 g) as used in Preparation 2, piperidine (367 ml) and dimethylformamide (1 ml) are mixed and stirred at 60° C. for 10 hours. A
B
C
D
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220
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A: 19.5 %
With oxygen
T=50°C; further temperature: 25 deg C; Product distribution;
Blau, Karla; Voerckel, V.
Journal fuer Praktische Chemie (Leipzig), 1989 , vol. 331, # 2 p. 285 - 292
Chromat. B: 17.7 % Chromat. C: 10.8 % Chromat. D: 5.1 % Chromat.
Title/Abstract Full Text Show Details
A
B
C
D
E
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221
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A: 29.9 % Chromat. B: 2.0 % Chromat. C: 2.8 % Chromat. D: 27.4 % Chromat. E: 8.2 % Chromat.
With oxygen
T=20°C; further temperature: 50 deg C, reaction also with the solvents: chloroform, benzene, diethyl ether; Product distribution;
Blau, Karla; Voerckel, V.
Journal fuer Praktische Chemie (Leipzig), 1989 , vol. 331, # 2 p. 285 - 292 Title/Abstract Full Text Show Details
A
B
C
D
E
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222
Synthesize Find similar Rx-ID: 1754568 Find similar reactions
With oxygen in ethyl acetate
T=50°C; other concentration, other solvents, other temp.; Product distribution;
A
Blau, Karla; Kapst, Ulrike; Voerckel, V.
Journal fuer Praktische Chemie (Leipzig), 1989 , vol. 331, # 4 p. 671 - 676 Title/Abstract Full Text Show Details
B
C
D
E
223
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A: 16.8 % Chromat. B: 4.4 % Chromat. C: 8.8 % Chromat. D: 8.6 % Chromat. E: 2.5 % Chromat.
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With oxygen in ethyl acetate
T=50°C; further temperature: 20 deg C, reaction also without solvent; Product distribution;
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Blau, Karla; Voerckel, V.
Journal fuer Praktische Chemie (Leipzig), 1989 , vol. 331, # 2 p. 285 - 292 Title/Abstract Full Text Show Details
A
B
C
D
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224
Synthesize Find similar Rx-ID: 1826381 Find similar reactions
A: 31.2 % Chromat. B: 12.2 % Chromat. C: 40.6 % Chromat. D: 6.7 % Chromat.
225
With oxygen
T=20°C; further temperature: 0, 50 deg C, reaction with the solvent ethyl acetate; Product distribution;
Blau, Karla; Voerckel, V.
Journal fuer Praktische Chemie (Leipzig), 1989 , vol. 331, # 2 p. 285 - 292 Title/Abstract Full Text Show Details
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Rx-ID: 2293670 Find similar reactions
With zinc dibromide in dichloromethane
4 h; Ambient temperature;
Nigam, Satish C.; Mann, Andre; Taddei, Maurizio; Wermuth, Camille-Georges
Synthetic Communications, 1989 , vol. 19, # 18 p. 3139 - 3142 Title/Abstract Full Text Show Details
A
B
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226
Synthesize Find similar Rx-ID: 2586142 Find similar reactions
With potassium chloride in water; dimethyl sulfoxide
T=20°C; μ = 0.5 M; other solvents; Rate constantEquilibrium constant;
Bernasconi, Claude F.; Killion, Robert B.
Journal of Organic Chemistry, 1989 , vol. 54, # 12 p. 2878 - 2885 Title/Abstract Full Text View citing articles Show Details
A
B
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227
Synthesize Find similar Rx-ID: 2590063 Find similar reactions
With potassium chloride in water; dimethyl sulfoxide
T=20°C; μ = 0.5 M; Rate constantEquilibrium constant;
Bernasconi, Claude F.; Killion, Robert B.
Journal of Organic Chemistry, 1989 , vol. 54, # 12 p. 2878 - 2885 Title/Abstract Full Text View citing articles Show Details
A
B
228
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With potassium chloride in water; dimethyl sulfoxide
T=20°C; μ = 0.5 M; Rate constant;
Bernasconi, Claude F.; Killion, Robert B.
Journal of Organic Chemistry, 1989 , vol. 54, # 12 p. 2878 - 2885 Title/Abstract Full Text View citing articles Show Details
A
B
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229
Synthesize Find similar Rx-ID: 2594416 Find similar reactions
With potassium chloride in water; dimethyl sulfoxide
T=20°C; μ = 0.5 M; other solvents; Rate constantEquilibrium constant;
Bernasconi, Claude F.; Killion, Robert B.
Journal of Organic Chemistry, 1989 , vol. 54, # 12 p. 2878 - 2885 Title/Abstract Full Text View citing articles Show Details
A
B
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230
Synthesize Find similar Rx-ID: 2594517 Find similar reactions
With potassium chloride in water; dimethyl sulfoxide
T=20°C; μ = 0.5 M; Rate constant;
Bernasconi, Claude F.; Killion, Robert B.
Journal of Organic Chemistry, 1989 , vol. 54, # 12 p. 2878 - 2885 Title/Abstract Full Text View citing articles Show Details
A
B
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231
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With potassium chloride in water; dimethyl sulfoxide
T=20°C; μ = 0.5 M; other solvents; Rate constantEquilibrium constant;
Bernasconi, Claude F.; Killion, Robert B.
Journal of Organic Chemistry, 1989 , vol. 54, # 12 p. 2878 - 2885 Title/Abstract Full Text View citing articles Show Details
A
B
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232
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With potassium chloride in water; dimethyl sulfoxide
T=20°C; μ = 0.5 M; Rate constantEquilibrium constant;
Bernasconi, Claude F.; Killion, Robert B.
Journal of Organic Chemistry, 1989 , vol. 54, # 12 p. 2878 - 2885 Title/Abstract Full Text View citing articles Show Details
A
B
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233
Synthesize Find similar Rx-ID: 2599188 Find similar reactions
With potassium chloride in water; dimethyl sulfoxide
T=20°C; μ = 0.5 M; Rate constantEquilibrium constant;
Bernasconi, Claude F.; Killion, Robert B.
Journal of Organic Chemistry, 1989 , vol. 54, # 12 p. 2878 - 2885 Title/Abstract Full Text View citing articles Show Details
A
B
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234
Synthesize Find similar Rx-ID: 2608775 Find similar reactions
With potassium chloride in water; dimethyl sulfoxide
T=20°C; μ = 0.5 M; other solvents; Rate constantEquilibrium constant;
Bernasconi, Claude F.; Killion, Robert B.
Journal of Organic Chemistry, 1989 , vol. 54, # 12 p. 2878 - 2885 Title/Abstract Full Text View citing articles Show Details
A
B
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Synthesize Find similar
235
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Rx-ID: 26283847 Find similar reactions
B: >=90
in dichloromethane
React. of Mo-complex (CH2Cl2) with 2 equiv of org. compd. (25°C, 6 h).; Removal of solvent, unreacted phosphine and pip (vac.); redissoln. of resulting oil (C6H6), passing of soln. through Al2O3 column. Upon removal of solvent, a viscous oil is obtained, which did not crystallize from various solvents.;
A
B
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Diel, Bruce N.; Brandt, Paul F.; Haltiwanger, Curtis R.; Hackney, Michael L. J.; Norman, Arlan D.
Inorganic Chemistry, 1989 , vol. 28, p. 2811 - 2816 Full Text View citing articles Show Details
236
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B: >=90
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in dichloromethane
React. of Mo-complex (CH2Cl2) with 2 equiv of org. compd. (25°C, 6 h).; Removal of solvent, unreacted phosphine and pip (vac.), redissoln. of resulting oil (C6H6), passing of soln. through alumina column. Upon removal of solvent a viscous oil is obtained, which did not crystallize from various solvents.;
Diel, Bruce N.; Brandt, Paul F.; Haltiwanger, Curtis R.; Hackney, Michael L. J.; Norman, Arlan D.
Inorganic Chemistry, 1989 , vol. 28, p. 2811 - 2816 Full Text View citing articles Show Details
A
B
C
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237
Synthesize Find similar Rx-ID: 26413924 Find similar reactions
Janiak, Tadeusz; Blazejowski, Jerzy
Thermochimica Acta, 1989 , vol. 141, p. 93 - 112 Full Text View citing articles Show Details
in neat (no solvent) Kinetics; byproducts: SnO2; thermal dissociation (heating rate ca. 5 K/min); not isolated, analyzed by TG, DTA, DTG-measurements;
A
B
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238
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Rx-ID: 26420282 Find similar reactions
Khalifa, Mohamed A.; El-Awady, Abbas A.
Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical & Analytical, 1989 , vol. 28, # 9 p. 774 - 778 Title/Abstract Full Text Show Details
in toluene
Kinetics; Soln. is prepared by injecting the ligand into serum-capped cell (under N2) containing the thermostated soln. of the complex.; UV-spectroscopy.;
A
B
C
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239
Synthesize Find similar Rx-ID: 26569107 Find similar reactions
in further solvent(s)
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Henderson, Richard A.; Leigh, G. Jeffery; Pickett, Christopher J.
Kinetics; N2 atmosphere; 25°C (stopped-flow apparatus), propionitrile; spectrophotometric detection;
Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999), 1989 , p. 425 - 430 Title/Abstract Full Text View citing articles Show Details
A
B
C
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240
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Rx-ID: 26604025 Find similar reactions
Henderson, Richard A.; Leigh, G. Jeffery; Pickett, Christopher J.
Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999), 1989 , p. 425 - 430 Title/Abstract Full Text View citing articles Show Details
in benzonitrile
Kinetics; N2 atmosphere; 25°C (stopped-flow apparatus); spectrophotometric detection;
A
B
C
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241
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Rx-ID: 26604026 Find similar reactions
Henderson, Richard A.; Leigh, G. Jeffery; Pickett, Christopher J.
Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999), 1989 , p. 425 - 430 Title/Abstract Full Text View citing articles Show Details
in acetonitrile
Kinetics; N2 atmosphere; 25°C (stopped-flow apparatus); spectrophotometric detection;
A
B
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242
Synthesize Find similar Rx-ID: 26643742
Find similar reactions
Nagapetyan, S. S.; Arakelova, A. R.; Ziger, E. A.; Koshkin, V. M.; Struchkov, Yu. T.; Shklover, V. E.
Russian Journal of Inorganic Chemistry (Translation of Zhurnal Neorganicheskoi Khimii), 1989 , vol. 34, p. 1276 - 1280 Zhurnal Neorganicheskoi Khimii, 1989 , vol. 34, p. 2244 - 2249 Full Text Show Details
in neat (no solvent) thermal decompn. (155°C);
A
B
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243
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Rx-ID: 3967387 Find similar reactions
B: 100%
Sekiguchi, Shizen; Horie, Tohru; Suzuki, Tohru
Journal of the Chemical Society, Chemical Communications, 1988 , # 11 p. 698 - 700 Title/Abstract Full Text View citing articles Show Details
in water
T=30°C; 1 h;
A
B
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244
Synthesize Find similar Rx-ID: 26181562 Find similar reactions
Ziger, E. A.; Koshkin, V. M.
Inorganic Materials (Transl. of Neorg. Mater.), 1988 , vol. 24, p. 863 - 866 Izvestiya Akademii Nauk SSSR, Neorganicheskie Materialy, 1988 , vol. 24, p. 1021 - 1025 Full Text Show Details
in neat (no solvent) decompn. at 122+/-10°C;
A
245
B
C
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Rx-ID: 1572164 Find similar reactions
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Rossi, E.; Stradi, R.; Benedusi, A.
Tetrahedron, 1987 , vol. 43, # 20 p. 4785 - 4792 Title/Abstract Full Text View citing articles Show Details
With water
1) CH2Cl2, -30 deg C, 2) chromat. on a silica gel column; Yield given. Multistep reaction;
A
B
C
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246
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Rx-ID: 1756837 Find similar reactions
C: 43%
Gandhi, Sham S.; Gibson, Martin S.
Canadian Journal of Chemistry, 1987 , vol. 65, p. 2717 - 2721 Title/Abstract Full Text Show Details
in diethyl ether
Heating;
A
B
C
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247
Synthesize Find similar Rx-ID: 1756839 Find similar reactions
C: 25%
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Gandhi, Sham S.; Gibson, Martin S.
Canadian Journal of Chemistry, 1987 , vol. 65, p. 2717 - 2721 Title/Abstract Full Text Show Details
in diethyl ether
Heating;
A
248
B
C
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Rx-ID: 1756842 Find similar reactions
C: 22%
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Synthesize Find similar
Synthesize Find similar
Gandhi, Sham S.; Gibson, Martin S.
Canadian Journal of Chemistry, 1987 , vol. 65, p. 2717 - 2721 Title/Abstract Full Text Show Details
in diethyl ether
Heating;
A
B
C
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249
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Rx-ID: 1756844 Find similar reactions
C: 28%
Gandhi, Sham S.; Gibson, Martin S.
Canadian Journal of Chemistry, 1987 , vol. 65, p. 2717 - 2721 Title/Abstract Full Text Show Details
in diethyl ether
Heating;
A
B
C
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Synthesize Find similar
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250
Synthesize Find similar Rx-ID: 1756846 Find similar reactions
C: 36%
in diethyl ether
Heating;
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Gandhi, Sham S.; Gibson, Martin S.
Canadian Journal of Chemistry, 1987 , vol. 65, p. 2717 - 2721 Title/Abstract Full Text Show Details
251
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98%
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Rx-ID: 2220423 Find similar reactions
With tetrabutyl ammonium fluoride
Campbell, Arthur L.; Pilipauskas, R. Allen; Khanna, Ish K.; Rhodes, R. Allen
Tetrahedron Letters, 1987 , vol. 28, # 21 p. 2331 - 2334 Title/Abstract Full Text View citing articles Show Details
A
B
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252
Synthesize Find similar Rx-ID: 2979418 Find similar reactions
Bernasconi, Claude F.; Renfrow, Richard A.
Journal of Organic Chemistry, 1987 , vol. 52, # 14 p. 3035 - 3041 Title/Abstract Full Text View citing articles Show Details
in water; dimethyl sulfoxide
T=20°C; Rate constantEquilibrium constant;
A
B
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253
Synthesize Find similar Rx-ID: 2980909 Find similar reactions
Bernasconi, Claude F.; Panda, Markandeswar
Journal of Organic Chemistry, 1987 , vol. 52, # 14 p. 3042 - 3050 Title/Abstract Full Text View citing articles Show Details
in water; dimethyl sulfoxide
T=20°C; var. solvents ratio; Rate constantEquilibrium constant;
A
B
254
Synthesize Find similar Rx-ID: 2984448 Find similar reactions
Synthesize Find similar
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Bernasconi, Claude F.; Renfrow, Richard A.
Journal of Organic Chemistry, 1987 , vol. 52, # 14 p. 3035 - 3041 Title/Abstract Full Text View citing articles Show Details
in water; dimethyl sulfoxide
T=20°C; Rate constantEquilibrium constant;
A
B
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255
Synthesize Find similar Rx-ID: 2987163 Find similar reactions
Bernasconi, Claude F.; Renfrow, Richard A.
Journal of Organic Chemistry, 1987 , vol. 52, # 14 p. 3035 - 3041 Title/Abstract Full Text View citing articles Show Details
in water; dimethyl sulfoxide
T=20°C; Rate constantEquilibrium constant;
A
B
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256
Synthesize Find similar Rx-ID: 2987800 Find similar reactions
in water; dimethyl sulfoxide
T=20°C; var. solvents ratio and temp.; Rate constantEquilibrium constant;
Bernasconi, Claude F.; Panda, Markandeswar
Journal of Organic Chemistry, 1987 , vol. 52, # 14 p. 3042 - 3050 Title/Abstract Full Text View citing articles Show Details
A
B
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257
Synthesize Find similar Rx-ID: 2990176 Find similar reactions
Bernasconi, Claude F.; Panda, Markandeswar
Journal of Organic Chemistry, 1987 , vol. 52, # 14 p. 3042 - 3050 Title/Abstract Full Text View citing articles Show Details
in water; dimethyl sulfoxide
T=20°C; Rate constantEquilibrium constant;
A
B
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258
Synthesize Find similar Rx-ID: 2992045 Find similar reactions
Bernasconi, Claude F.; Panda, Markandeswar
Journal of Organic Chemistry, 1987 , vol. 52, # 14 p. 3042 - 3050 Title/Abstract Full Text View citing articles Show Details
in water; dimethyl sulfoxide
T=20°C; var. solvents ratio and temp.; Rate constantEquilibrium constant;
A
B
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259
Synthesize Find similar Rx-ID: 2992248 Find similar reactions
in water; dimethyl sulfoxide
T=20°C; Rate constantEquilibrium constant;
Bernasconi, Claude F.; Panda, Markandeswar
Journal of Organic Chemistry, 1987 , vol. 52, # 14 p. 3042 - 3050 Title/Abstract Full Text View citing articles Show Details
A
B
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260
Synthesize Find similar Rx-ID: 2995537 Find similar reactions
Bernasconi, Claude F.; Panda, Markandeswar
Journal of Organic Chemistry, 1987 , vol. 52, # 14 p. 3042 - 3050 Title/Abstract Full Text View citing articles Show Details
in water; dimethyl sulfoxide
T=20°C; var. solvents ratio and temp.; Rate constantEquilibrium constant;
A
B
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261
Synthesize Find similar Rx-ID: 2996785 Find similar reactions
Bernasconi, Claude F.; Renfrow, Richard A.
Journal of Organic Chemistry, 1987 , vol. 52, # 14 p. 3035 - 3041 Title/Abstract Full Text View citing articles Show Details
in water; dimethyl sulfoxide
T=20°C; Rate constantEquilibrium constant;
A
B
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262
Synthesize Find similar Rx-ID: 2998192 Find similar reactions
in water; dimethyl sulfoxide
T=20°C; Rate constantEquilibrium constant;
Bernasconi, Claude F.; Renfrow, Richard A.
Journal of Organic Chemistry, 1987 , vol. 52, # 14 p. 3035 - 3041 Title/Abstract Full Text View citing articles Show Details
A
B
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263
Synthesize Find similar Rx-ID: 2999020 Find similar reactions
Bernasconi, Claude F.; Panda, Markandeswar
Journal of Organic Chemistry, 1987 , vol. 52, # 14 p. 3042 - 3050 Title/Abstract Full Text View citing articles Show Details
in water; dimethyl sulfoxide
T=20°C; var. solvents ratio and temp.; Rate constantEquilibrium constant;
A
B
C
D
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264
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Rx-ID: 3646810 Find similar reactions
D: 33%
Rossi, E.; Stradi, R.; Benedusi, A.
Tetrahedron, 1987 , vol. 43, # 20 p. 4785 - 4792 Title/Abstract Full Text View citing articles Show Details
in dichloromethane
1) -30 deg C, 30 min, 2) RT, 48 h;
A
B
C
D
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265
Synthesize Find similar Rx-ID: 3646811 Find similar reactions
B: 48%
in dichloromethane
1) -30 deg C, 30 min, 2) RT, 48 h;
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Rossi, E.; Stradi, R.; Benedusi, A.
Tetrahedron, 1987 , vol. 43, # 20 p. 4785 - 4792 Title/Abstract Full Text View citing articles Show Details
Rossi, E.; Stradi, R.; Benedusi, A.
Tetrahedron, 1987 , vol. 43, # 20 p. 4785 - 4792 Title/Abstract Full Text View citing articles Show Details
in dichloromethane
1) -30 deg C, 30 min, 2) RT, 48 h;
266
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Rx-ID: 21396292 Find similar reactions
Multi-step reaction with 2 steps 1: 19 percent / tetrahydrofuran / 14 h / -50 - 25 °C 2: 98 percent / tetrabutylammonium fluoride View Scheme
Campbell, Arthur L.; Pilipauskas, R. Allen; Khanna, Ish K.; Rhodes, R. Allen
Tetrahedron Letters, 1987 , vol. 28, # 21 p. 2331 - 2334 Title/Abstract Full Text View citing articles Show Details
267
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Rx-ID: 21396668 Find similar reactions
Multi-step reaction with 2 steps 1: 59 percent / tetrahydrofuran / 14 h / -50 - 25 °C 2: 98 percent / tetrabutylammonium fluoride View Scheme
Campbell, Arthur L.; Pilipauskas, R. Allen; Khanna, Ish K.; Rhodes, R. Allen
Tetrahedron Letters, 1987 , vol. 28, # 21 p. 2331 - 2334 Title/Abstract Full Text View citing articles Show Details
A
B
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268
Hide Experimental Procedure
Rx-ID: 24903705 Find similar reactions
USV Pharmaceutical Corporation
Patent: US4701461 A1, 1987 ; Title/Abstract Full Text Show Details
USV Pharmaceutical Corp.
Patent: US4569941 A1, 1986 ; Title/Abstract Full Text Show Details
32.B:2-(3,4-Dimethoxybenzoyl)-6-(2-(4-methoxyphenyl)ethyl)piperidine
EXAMPLE 32B 2-(3,4-Dimethoxybenzoyl)-6-(2-(4-methoxyphenyl)ethyl)piperidine The above ketone is condensed with anisaldehyde using the general procedure of Galiazzo, GAZZ. CHIM. ITAL., 95, 1322, (1965). Chromatography of the basic material gives the desired stilbazole. The stilbazole is dissolved in glacial acetic acid and hydrogenated over Adams' catalyst at 2-3 atm until four equivalents of hydrogen have been absorbed. The reaction is filtered, concentrated, and washed with aqueous base to remove the last traces of acetic acid. Chromatography over silica gel then gives the desired piperidine. A
B
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269
Rx-ID: 24982319 Find similar reactions
BASF Aktiengesellschaft
Patent: US4668775 A1, 1987 ;
Hide Experimental Procedure
Title/Abstract Full Text Show Details
2:EXAMPLE 2
EXAMPLE 2 Using a method similar to that described in Example 1(a), 7.6 parts of 2-amino-3-cyano-5-formylthiophene were reacted with 9.7 parts of N-cyanoethyl-N-ethyl-m-toluidine to give 13 parts of the dye of the formula STR19 3.8 parts of ethyl cyanoacetate, 1.5 parts of glacial acetic acid and 1.5 parts of piperidine were added to 6.0 parts of this dye in 45 parts by volume of dioxane, and the mixture was stirred for 16 hours at room temperature. Thereafter, the dye was precipitated by adding 50 parts of water and 50 parts of ice, the mixture was stirred for 1 hour and the product was filtered off under suction, washed neutral with water and dried to give 7 parts of the dye of the formula STR20 which dyes polyesters in fast dark blue hues. A
B
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270
Synthesize Find similar Rx-ID: 1739948 Find similar reactions
Dominguez, X. A.; Verde S., J.; Sugar S., S.; Trevino, Rosa
Phytochemistry (Elsevier), 1986 , vol. 25, # 1 p. 239 - 240 Title/Abstract Full Text View citing articles Show Details
With hydrogenchloride; sodium hydroxide
1.) ethyleneglycol, H2O, 2.) ethyleneglycol, H2O; Yield given. Multistep reaction;
A
B
C
D
E
271
Synthesize Find similar Rx-ID: 1811447 Find similar reactions
A: 8.4 % Chromat. B: 10 % Chromat. C: 12 % Chromat. D: 3.8 % Chromat. E: 16 % Chromat.
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Fuchigami, Toshio; Sato, Takashi; Nonaka, Tsutomu
Journal of Organic Chemistry, 1986 , vol. 51, # 3 p. 366 - 369 Title/Abstract Full Text View citing articles Show Details
in tetrahydrofuran
T=30°C; Irradiation; Product distribution;
A
B
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272
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Rx-ID: 2001742 Find similar reactions
Ruettinger, H.-H.; Matschiner, H.; Gollnow, W. D.
Journal fuer Praktische Chemie (Leipzig), 1986 , vol. 328, # 4 p. 539 - 545 Title/Abstract Full Text Show Details
in N,N-dimethyl-formamide
electrochemical; Yield given;
A
B
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273
Synthesize Find similar Rx-ID: 2019757 Find similar reactions
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Ahlbrecht, Hubertus; Schneider, Gunther
Tetrahedron, 1986 , vol. 42, # 17 p. 4729 - 4742 Title/Abstract Full Text View citing articles Show Details
in tetrahydrofuran
T=30°C; Equilibrium constant;
A
B
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274
Synthesize Find similar Rx-ID: 2171695 Find similar reactions
With sulfuric acid in water
T=25°C; var. hydroxide ion concentration and on amine concentration; Rate constant;
Vargas, Elba B. de; Rossi, Rita H. de; Veglia, Alicia V.
Journal of Organic Chemistry, 1986 , vol. 51, # 11 p. 1976 - 1981 Title/Abstract Full Text View citing articles Show Details
275
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Rx-ID: 1506508 Find similar reactions
With water-d2 in water
T=34.9°C; Equilibrium constant;
Jarret, Ronald M.; Saunders, Martin
Journal of the American Chemical Society, 1985 , vol. 107, # 9 p. 2648 - 2654 Title/Abstract Full Text View citing articles Show Details
A
B
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276
Synthesize Find similar Rx-ID: 3532189 Find similar reactions
B: 0.8 g
T=215 - 220°C; 0.416667 h;
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Zav'yalov, S. I.; Dorofeeva, O. V.; Taganova, O. K.
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1985 , vol. 34, # 7 p. 1534 - 1537 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1985 , # 7 p. 1677 - 1679 Title/Abstract Full Text View citing articles Show Details
A
B
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277
B: 5.72 g (69 %)
Rx-ID: 25136403 Find similar reactions
Warner-Lambert Company
Patent: US4540780 A1, 1985 ;
Hide Experimental Procedure
Title/Abstract Full Text Show Details
6:Compound 14; Piperidine, 1-[3-(1-piperidinyl)propyl]-4-[bis-(4-fluorophenyl)-methylene]-, dihydrochloride, hydrate (2:1)
This, without further purification, was dissolved in aqueous 10 percent HCl (100 ml) and refluxed for one hour, cooled to room temperature, and extracted with CHCl3 after neutralization with aqueous NaOH. The CHCl3 layer was dried (Na2 SI4) and the solvent evaporated to give 5.72 g (69 percent) of piperidine, 4-[bis-(4-fluorophenyl)methylene] as an oil. A portion of this was cleaned by column chromatography (alumina-CHCl3) to give an oil which solidified upon high vacuum suction; mp 95° (turns to glass). A
B
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278
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Rx-ID: 25198667 Find similar reactions
B: 5.15 g (42 %)
Warner-Lambert Company
Patent: US4540780 A1, 1985 ;
in diethyl ether
Hide Experimental Procedure
Title/Abstract Full Text Show Details
5:Compound 12; 4-Piperidinol, 1-[3-[4-(diphenylmethylene)-1-piperidinyl]propyl]-,dihydrochloride, hemihydrate
The piperidine, 1-(4-chloro-1-oxobutyl)-4-(diphenylmethylene), was prepared from diphenylmethylene piperidine (20 g, 0.70 mole) and 4-chlorobutyryl chloride (3.92 g, 0.035 mole) in Et2 O, yield 5.15 g (42 percent); mp 82°-86° C. Anal calcd for C22 H24 ClNO: C, 74.66; H, 6.84; N, 3.96. Found: C, 74.64; H, 6.89; N, 3.88. A
B
279
Synthesize Find similar Rx-ID: 1630526 Find similar reactions
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A: 13 % Chromat. B: 79 % Chromat.
With hydrogenchloride; zinc in water
24 h; Ambient temperature; Product distribution;
Lunn, George; Sansone, Eric B.; Keefer, Larry K.
Journal of Organic Chemistry, 1984 , vol. 49, # 19 p. 3470 - 3473 Title/Abstract Full Text View citing articles Show Details
A: 12 % Chromat. B: 77 % Chromat.
With titanium(III) chloride; ammonium acetate in water
1 h; Ambient temperaturevariation of reaction conditions ( pH<1, pH=9.4 ); Product distribution;
Lunn, George; Sansone, Eric B.; Keefer, Larry K.
Journal of Organic Chemistry, 1984 , vol. 49, # 19 p. 3470 - 3473 Title/Abstract Full Text View citing articles Show Details
280
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91%
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Rx-ID: 1772872 Find similar reactions
With potassium hydroxide
T=20°C; 0.25 h;
Harland, Philip A.; Hodge, Philip; Maughan, Wilfrid; Wildsmith, Eric
Synthesis, 1984 , # 11 p. 941 - 943 Title/Abstract Full Text Show Details
A
B
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281
Synthesize Find similar Rx-ID: 2437699 Find similar reactions
in chloroform
Savin, V. P.; Talzi, V. P.; Bek, N. O.
ΔH value for the equilibrium; Thermodynamic dataEquilibrium constant;
Journal of Organic Chemistry USSR (English Translation), 1984 , vol. 20, p. 1680 - 1688 Zhurnal Organicheskoi Khimii, 1984 , vol. 20, # 9 p. 1842 - 1851 Title/Abstract Full Text Show Details
A
B
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282
Synthesize Find similar Rx-ID: 2567775 Find similar reactions
in water; dimethyl sulfoxide
T=20°C; Equilibrium constant;
Bernasconi, Claude F.; Zitomer, Janie L.; Fox, John P.; Howard, Keith A.
Journal of Organic Chemistry, 1984 , vol. 49, # 3 p. 482 - 486 Title/Abstract Full Text View citing articles Show Details
in water; dimethyl sulfoxide
T=20°C; μ = 0.5 M (KCl); Equilibrium constantRate constantMechanism;
Bernasconi, Claude F.; Fox, John P.; Fornarini, Simonetta
Journal of the American Chemical Society, 1980 , vol. 102, # 8 p. 2810 - 2816 Title/Abstract Full Text View citing articles Show Details
A
B
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283
Synthesize Find similar Rx-ID: 3007144 Find similar reactions
A
284
Savin, V. P.; Talzi, V. P.; Bek, N. O.
Journal of Organic Chemistry USSR (English Translation), 1984 , vol. 20, p. 1680 - 1688 Zhurnal Organicheskoi Khimii, 1984 , vol. 20, # 9 p. 1842 - 1851 Title/Abstract Full Text Show Details
in chloroform
ΔG(act.) value for the equilibrium; Thermodynamic dataEquilibrium constant;
B
Synthesize Find similar Rx-ID: 3021786 Find similar reactions
Synthesize Find similar
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Crampton, Michael R.; Routledge, Paul J.; Golding, Peter
Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (19721999), 1984 , # 11 p. 1785 - 1792 Title/Abstract Full Text View citing articles Show Details
in dimethyl sulfoxide
T=25°C; measured by UV spectroscopy; Equilibrium constant;
A
B
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285
Synthesize Find similar Rx-ID: 3022387 Find similar reactions
With piperidinium perchlorate in dimethyl sulfoxide
T=25°C; measured by UV spectroscopy; Equilibrium constant;
Crampton, Michael R.; Routledge, Paul J.; Golding, Peter
Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (19721999), 1984 , # 11 p. 1785 - 1792 Title/Abstract Full Text View citing articles Show Details
A
B
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286
Synthesize Find similar Rx-ID: 3495598 Find similar reactions
Doddi, Giancarlo; Ercolani, Gianfranco
Journal of the American Chemical Society, 1984 , vol. 106, # 23 p. 7082 - 7087 Title/Abstract Full Text View citing articles Show Details
in dimethyl sulfoxide
T=25°C; Rate constant;
A
287
B
Synthesize Find similar Rx-ID: 3495602 Find similar reactions
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Doddi, Giancarlo; Ercolani, Gianfranco
Journal of the American Chemical Society, 1984 , vol. 106, # 23 p. 7082 - 7087 Title/Abstract Full Text View citing articles Show Details
in dimethyl sulfoxide
T=25°C; Rate constant;
288
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Rx-ID: 21238330 Find similar reactions
Multi-step reaction with 2 steps 1: 1.) sodium hydride / 1.) DMF, 20 deg C, 1 h, 2.) 80 deg C, 18 h 2: 91 percent / 20percent aq. KOH / 0.25 h / 20 °C View Scheme
Harland, Philip A.; Hodge, Philip; Maughan, Wilfrid; Wildsmith, Eric
Synthesis, 1984 , # 11 p. 941 - 943 Title/Abstract Full Text Show Details
A
B
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289
Synthesize Find similar Rx-ID: 1506387 Find similar reactions
A: 99.3%
With hydrogen; chromium nickel in water
T=183°C; P=30002.4 Torr; Continuous hydrogenation with different space velocity, pressure, temperature;
A
Kreile, D.R.; Slavinskaya, V.A.; Tomsons, U.A.; Kreitsbergs, V.K.; Ziemlis, K.M.; Gutmanis, A.E.
J. Appl. Chem. USSR (Engl. Transl.), 1983 , vol. 56, # 5 p. 1185 - 1186,1119 - 1120 Title/Abstract Full Text Show Details
B
290
Synthesize Find similar Rx-ID: 3025117 Find similar reactions
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With piperidine; N(Et)4ClO4; piperidinium perchlorate in dimethyl sulfoxide
T=25°C; different concentrations of piperidine and piperidinium perchlorate and solvent mixture; Rate constant;
Crampton, Michael R.; Greenhalgh, Colin
Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (19721999), 1983 , p. 1175 - 1178 Title/Abstract Full Text View citing articles Show Details
A
B
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291
Synthesize Find similar Rx-ID: 3164459 Find similar reactions
Bernasconi; Murray; Fox; Carre
Journal of the American Chemical Society, 1983 , vol. 105, # 13 p. 4349 - 4359 Title/Abstract Full Text View citing articles Show Details
in water; dimethyl sulfoxide
T=20°C; Rate constant;
A
B
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292
Synthesize Find similar Rx-ID: 3170551 Find similar reactions
in water; dimethyl sulfoxide
T=20°C; Rate constant;
Bernasconi; Murray; Fox; Carre
Journal of the American Chemical Society, 1983 , vol. 105, # 13 p. 4349 - 4359 Title/Abstract Full Text View citing articles Show Details
A
B
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293
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Rx-ID: 25131350 Find similar reactions
With trifluorormethanesulfonic acid in dichloromethane
Eli Lilly and Company
Patent: US4418068 A1, 1983 ;
Hide Experimental Procedure
Title/Abstract Full Text Show Details
10:6-methanesulfonyloxy-2-(4-methanesulfonyloxyphenyl)-3-[4-(2-bromoethoxy)benzoyl]benzo[b]thiophene
Preparation 10 6-methanesulfonyloxy-2-(4-methanesulfonyloxyphenyl)-3-[4-(2-bromoethoxy)benzoyl]benzo[b]thiophene One g. of 4-(2-bromoethoxy)benzoic acid was converted to the acid chloride, and was combined with 1.2 g. of 6-methanesulfonyloxy-2-(4-methanesulfonyloxyphenyl)benzo[b]thiophene, 20 ml. of dichloromethane and 0.5 ml. of trifluoromethanesulfonic acid. The mixture was stirred under reflux overnight, and was then poured into ice-water. The organic layer was separated, washed with sodium carbonate solution, dried and evaporated under vacuum to obtain 2.1 g. of brown oil. The oil was chromatographed over a 4*8 cm. silica gel column with 9/1 toluene/ethyl acetate and the product-containing fractions were combined and evaporated under vacuum to obtain 1.8 g. of purified product as an oil. The product was identified by its MH+ molecular ion, m/e 626, in the field desorption mass spectrum and by an absorption maximum in the infrared spectrum, in chloroform, at 1645 cm.-1 attributable to the CO function. A small sample was recrystallized from methanol to obtain white crystals, m.p. 105°-107° C. The following two preparations illustrate the displacement of side chain leaving groups with piperidine. A
B
C
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294
Synthesize Find similar Rx-ID: 1506386 Find similar reactions
A: 91.8% C: 0.1%
With hydrogen; Ni-Cr catalyst
T=160°C; P=30400 Torr; 8 h; temperatures from 140 to 192 deg C, pressure 20 to 65 atm, reaction time 5 - 8 h; Product distribution;
A
295
B
Slavinskaya, V. A.; Kreile, D. R.; Ziemelis, K. M.; Tomsons, U. A.; Gutmanis, A. E.; Kreitsbergs, V. K.
J. Appl. Chem. USSR (Engl. Transl.), 1982 , vol. 55, # 8 p. 1913 - 1915,1762 - 1764 Title/Abstract Full Text Show Details
C
Synthesize Find similar Rx-ID: 1506398 Find similar reactions
A: 1.4 % Chromat. B: 0.4 % Chromat. C: 0.04 % Chromat.
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With nickel oxide; WO3/Al2O3; Cherox-34-02
T=300°C; P=45003.6 Torr; 1 h; Product distribution;
Cerny, Mirko
Collection of Czechoslovak Chemical Communications, 1982 , vol. 47, # 5 p. 1465 - 1469 Title/Abstract Full Text Show Details
A
B
C
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296
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Rx-ID: 1630509 Find similar reactions
C: 38%
With perchloric acid in methanol
T=0°C; 1.5 h; Irradiation;
Chow, Yuan L.; Colon, Carlos J.; Chang, Dawid W. L.; Pillay, K. Somasekharen; Lochart Robert D.; Tezuka, Takahiro
Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1982 , vol. 36, # 9 p. 622 - 634 Title/Abstract Full Text Show Details
A
B
C
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297
Synthesize Find similar Rx-ID: 1630510 Find similar reactions
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C: 46%
With perchloric acid in methanol
T=0°C; 1.5 h; Irradiation;
Chow, Yuan L.; Colon, Carlos J.; Chang, Dawid W. L.; Pillay, K. Somasekharen; Lochart Robert D.; Tezuka, Takahiro
Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1982 , vol. 36, # 9 p. 622 - 634 Title/Abstract Full Text Show Details