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24 reactions in Reaxys
2016-06-02 10h:02m:08s (EST)
24 reactions in Reaxys
2016-06-02 10h:11m:50s (EST)
Cl
1. Query
Cl
O ALK
Search as: As drawn 2. Query
(1. Query) AND itemno in (14,11,10,9,8,7,6,5,4,3,2,1)
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Cl O
O
O Cl
Rx-ID: 1009363 View in Reaxys 1/24 Yield
Conditions & References With phosphorus pentachloride Gross,H. et al.; Chemische Berichte; vol. 94; (1961); p. 544 - 550 View in Reaxys Meusinger, Reinhard; Duschek, Christian; Kleinpeter, Erich; Borsdorf, Rolf; Pihlaja, Kalevi; Mattinen, Jorma; Monatshefte fuer Chemie; vol. 119; (1988); p. 1019 - 1026 View in Reaxys With phosphorus pentachloride, Chlorination Bykova, V. V.; Zharova, M. A.; Maidachenko, G. G.; Russian Journal of Organic Chemistry; vol. 32; nb. 8; (1996); p. 1143 - 1145; Zhurnal Organicheskoi Khimii; vol. 32; nb. 8; (1996); p. 1186 - 1189 View in Reaxys O
Cl
N N
Cl
O O
Cl
C
Cl
Rx-ID: 3751432 View in Reaxys 2/24 Yield
Conditions & References With hydrogenchloride, Irradiation, Yield given. Yields of byproduct given Kesselmayer, Mark A.; Sheridan, Robert S.; Journal of the American Chemical Society; vol. 108; nb. 1; (1986); p. 99 - 107 View in Reaxys Cl
O Cl
Rx-ID: 7040821 View in Reaxys 3/24 Yield
Conditions & References Rieche et al.; Chemische Berichte; vol. 93; (1960); p. 88,90 View in Reaxys Gross; Gloede; Chemische Berichte; vol. 96; (1963); p. 1387,1391 View in Reaxys Hine et al.; Journal of the American Chemical Society; vol. 82; (1960); p. 6120,6123 View in Reaxys Laato; Suomen Kemistilehti B; vol. 35; (1962); p. 90 View in Reaxys Rieche; Gross; CHEMTECH; vol. 10; (1958); p. 515,516,517,518; ; nb. 4350; (1961) View in Reaxys Gross et al.; Journal fuer Praktische Chemie (Leipzig); vol. 38; (1968); p. 190,197 View in Reaxys 4.b : Preparation of 2-phenyl-1,2,3,4-tetrahydroisoquinoline (b) Phosphorus pentachloride (62.5 g), was added portionwise with stirring over 30 mins. to methylformate (20 g), at 0°. The reaction mixture was allowed to warm to room temperature and was then warmed to 40° for 30 min. and distilled using a 30 cm spiral coil columm. The main fraction (45 g, b.pt. 92°-97°) was redistilled to give dichloromethyl methylether (21.25 g, b.pt. 85°-85.5°) Patent; Burroughs Wellcome Co.; US4801593; (1989); (A1) English View in Reaxys
Cl
Cl O
Cl O
O
O Cl
Rx-ID: 24652407 View in Reaxys 4/24
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Conditions & References 7 : EXAMPLE 7 EXAMPLE 7 3.61 g of methyl formate and triphenylphosphine oxide bound on a resin, prepared by chlorination of 5.4 g of triphenylphosphine supported on polystyrene beads (3 mmol P/g) in 26.5 g of o-dichlorobenzene, are introduced into a reactor similar to that of Example 1 and the reaction mixture is then heated to 68° C. 7.5 g of phosgene are next introduced gradually over 2 hours while the temperature is maintained between 68° and 80° C. and heating is continued at this temperature for 9 hours. The degree of conversion of methyl formate to methyl 1,1-dichloromethyl ether, determined by GC, is 27percent. With triphenylphosphine in 1,2-dichloro-benzene Patent; Societe Nationale des Poudres et Explosifs; US5672770; (1997); (A1) English View in Reaxys 2H
Cl
O
Cl
Rx-ID: 7015018 View in Reaxys 5/24 Yield
Conditions & References Deuteroameisensaeure-methylester, PCl5 <8h, 20grad; 5h, kochen> Hine et al.; Journal of the American Chemical Society; vol. 82; (1960); p. 6120,6123 View in Reaxys
Cl
O
Cl
O
Cl
O
O Cl
Rx-ID: 825255 View in Reaxys 6/24 Yield
Conditions & References With mercury dichloride Laato; Suomen Kemistilehti B; vol. 32; (1959); p. 65; ; nb. 49; (1961); p. 35 View in Reaxys
Cl Cl
Cl
PCl Cl
O
Cl
O
O Cl
Rx-ID: 5804084 View in Reaxys 7/24 Yield
Conditions & References Fischer; Schwarz; Justus Liebigs Annalen der Chemie; vol. 512; (1934); p. 239,241,246 View in Reaxys Fischer; Wecker; Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie; vol. 272; (1942); p. 1,11, 18 View in Reaxys Cl
O Cl
Rx-ID: 6948405 View in Reaxys 8/24 Yield 58%
Conditions & References 8 : EXAMPLE 8 Ethyl 1,1-dichloromethyl ether is thus obtained in a 58percent yield. Patent; Societe Nationale des Poudres et Explosifs; US5672770; (1997); (A1) English View in Reaxys HCOOEt, PCl5 Repic; Journal of Organic Chemistry; vol. 36; (1971); p. 3824 View in Reaxys 2-Aethoxy-<1,3>benzdioxol, /BRN= 743959/ (100grad)
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Patent; Dt. Akad. Wiss.; DE1443704; (1969); ; vol. 72; nb. 54358; (1970) View in Reaxys Patent; Deutsche Akademie d. Wissenschaften zu Berlin; GB1005647; (1963); ; vol. 64; nb. 1954h; (1966) View in Reaxys Cl
O
O
O Cl
Rx-ID: 28386489 View in Reaxys 9/24 Yield
Conditions & References With phosphorus pentachloride in dichloromethane Belen'kii; Gromova; Smirnov; Chemistry of Heterocyclic Compounds; vol. 44; nb. 9; (2008); p. 1092 - 1100 View in Reaxys O
O
Cl
O Cl
Rx-ID: 1010359 View in Reaxys 10/24 Yield
Conditions & References With phosphorus pentachloride Holsboer,D.H. et al.; Recueil des Travaux Chimiques des Pays-Bas; vol. 90; (1971); p. 556 - 561 View in Reaxys
Cl
O
Cl
isopropyl formate
Cl
O Cl
Rx-ID: 6950226 View in Reaxys 11/24 Yield
Conditions & References With mercury dichloride Laato; Suomen Kemistilehti B; vol. 32; (1959); p. 65; ; nb. 49; (1961); p. 35 View in Reaxys
Cl
propyl formate
O Cl
Rx-ID: 6950492 View in Reaxys 12/24 Yield
Conditions & References With phosphorus pentachloride Laato; Suomen Kemistilehti B; vol. 32; (1959); p. 65; ; nb. 49; (1961); p. 35 View in Reaxys
O
Cl
O
O Cl
Rx-ID: 222692 View in Reaxys 13/24 Yield
Conditions & References With phosphorus pentachloride Laato; Suomen Kemistilehti B; vol. 32; (1959); p. 65; ; nb. 49; (1961); p. 35 View in Reaxys
O
O
Cl
O Cl
Rx-ID: 226410 View in Reaxys 14/24
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Conditions & References With phosphorus pentachloride Laato; Suomen Kemistilehti B; vol. 32; (1959); p. 65; ; nb. 49; (1961); p. 35 View in Reaxys With phosphorus pentachloride Gross,H. et al.; Chemische Berichte; vol. 94; (1961); p. 544 - 550 View in Reaxys
Cl
O Cl
Rx-ID: 6950750 View in Reaxys 15/24 Yield
Conditions & References Ameisensaeure-butylester, PCl5 <zunaechst unter Kuehlung, dann 15 min, 60grad> Rieche et al.; Chemische Berichte; vol. 93; (1960); p. 88,90 View in Reaxys (yield)58percent Rieche et al.; Chemische Berichte; vol. 93; (1960); p. 88,90 View in Reaxys Brenzcatechin-dichlormethylenether, Butylformiat <HgCl2, 25 min 100grad> Gross et al.; Justus Liebigs Annalen der Chemie; vol. 675; (1964); p. 142,150 View in Reaxys (yield)76percent Gross et al.; Justus Liebigs Annalen der Chemie; vol. 675; (1964); p. 142,150 View in Reaxys Ameisensaeure-butylester, Brenzcatechyl-phosphortrichlorid <0.5 h, 50 - 60grad> Gross; Gloede; Chemische Berichte; vol. 96; (1963); p. 1387,1391 View in Reaxys HCOOBu, /BRN= 743959/ Patent; Deutsche Akademie d. Wissenschaften zu Berlin; GB1005647; (1963); ; vol. 64; nb. 1954h; (1966) View in Reaxys Ameisensaeurebutylester, /BRN= 743959/ (100grad) Patent; Dt. Akad. Wiss.; DE1443704; (1969); ; vol. 72; nb. 54358; (1970) View in Reaxys
Cl
O
O
sec-butyl formate
Cl
Cl Cl
Rx-ID: 6951129 View in Reaxys 16/24 Yield
Conditions & References With mercury dichloride Laato; Suomen Kemistilehti B; vol. 32; (1959); p. 65; ; nb. 49; (1961); p. 35 View in Reaxys
O
C
Cl
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Cl
E
Z
Cl
t-butyl chloride, isobutyl chloride, isobutoxychlorocarbene dimer
O Cl
Rx-ID: 8516003 View in Reaxys 17/24 Yield
Conditions & References With pyridine, tetrabutyl-ammonium chloride in acetonitrile, T= 24 °C , Ea; ΔS(excit.), Rate constant, Thermodynamic data Moss, Robert A.; Johnson, Lauren A.; Merrer, Dina C.; Lee Jr., George E.; Journal of the American Chemical Society; vol. 121; nb. 25; (1999); p. 5940 - 5944 View in Reaxys
O
Cl
O
O Cl
Rx-ID: 227596 View in Reaxys 18/24 Yield
Conditions & References With phosphorus pentachloride Laato; Suomen Kemistilehti B; vol. 32; (1959); p. 65; ; nb. 49; (1961); p. 35 View in Reaxys
O
Cl
O
O Cl
Rx-ID: 1930231 View in Reaxys 19/24 Yield
Conditions & References
95 %
With phosphorus pentachloride, Time= 0.5h, T= 60 - 80 °C Ruolene, Yu. I.; Adomenas, P. V.; Sirutkaitis, R. A.; Denis, G. I.; Journal of Organic Chemistry USSR (English Translation); vol. 20; (1984); p. 1187 - 1191; Zhurnal Organicheskoi Khimii; vol. 20; nb. 6; (1984); p. 1305 - 1310 View in Reaxys
Cl
O C
O
Cl
O
O
Cl
Cl
Rx-ID: 4584250 View in Reaxys 20/24 Yield 13.8 % Chromat., 26.5 % Chromat., 4.0 % Chromat., 51.6 % Chromat., 3.4 % Chromat.
Cl
Cl
Conditions & References in acetonitrile, T= 25 °C , var. solvent, Rate constant, Product distribution Moss, Robert A.; Ge, Chuan-Sheng; Maksimovic, Ljiljana; Journal of the American Chemical Society; vol. 118; nb. 40; (1996); p. 9792 - 9793 View in Reaxys
O
Cl
Cl
Cl
Cl
O
Cl
O
Cl
Cl
Cl Cl
O Cl
Rx-ID: 5806660 View in Reaxys 21/24 Yield
Conditions & References unbekannte Halogenstellung Booth; Burchfield; Journal of the American Chemical Society; vol. 57; (1935); p. 2070 View in Reaxys
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Cl O
O
O Cl
Rx-ID: 986794 View in Reaxys 22/24 Yield
Conditions & References With phosphorus pentachloride Gross,H. et al.; Chemische Berichte; vol. 94; (1961); p. 544 - 550 View in Reaxys
O
C
Cl
Cl
Cl
Cl
O
O
O
Cl
Cl
Cl
Rx-ID: 5223571 View in Reaxys 23/24 Yield
Conditions & References With pyridine, tetrabutyl-ammonium chloride in acetonitrile, T= 24 °C , Ea; ΔS(excit.), Rate constant, Thermodynamic data Moss, Robert A.; Johnson, Lauren A.; Merrer, Dina C.; Lee Jr., George E.; Journal of the American Chemical Society; vol. 121; nb. 25; (1999); p. 5940 - 5944 View in Reaxys Cl O
N Cl
N
O Cl Cl
Cl
Cl
O
O
Cl
Cl
N
N
O
Cl
Rx-ID: 5223578 View in Reaxys 24/24 Yield
Conditions & References in acetonitrile, Time= 0.333333h, T= 25 °C , Irradiation, other diazirines; also in the presence of pyridine or/and nBu4NCl, Product distribution Moss, Robert A.; Johnson, Lauren A.; Merrer, Dina C.; Lee Jr., George E.; Journal of the American Chemical Society; vol. 121; nb. 25; (1999); p. 5940 - 5944 View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
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