2-'ALK'benzene-1,4-diol

Page 1

Reaxys

PubChem

eMolecules

Reactions (322)

Yield

Substances (32)

Citations (235)

Conditions

References

298

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Multi-step reaction with 3 steps 1: AlCl3

2: palladium/charcoal; acetic acid / 65 °C / 2206.5 Torr / Hydrogenation 3: AlCl3; benzene View Scheme

299

Rx-ID: 22028268 Find similar reactions

Wasserman; Dawson

Journal of the American Chemical Society, 1950 , vol. 72, p. 4994,4996 Full Text Show Details


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300 mg

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Rx-ID: 498283 Find similar reactions

With hydrogen bromide; acetic acid

Cook; Heilbron; Lewis

Journal of the Chemical Society, 1942 , p. 659 Full Text Show Details

With boron tribromide in dichloromethane

1) -20 deg C, 1 h; 2) rt, 3 h; Yield given;

Shi, Ji-Liang; Chen, Xin; Jiang, Xi-Kui

Journal of Organic Chemistry, 1996 , vol. 61, # 14 p. 4698 - 4702 Title/Abstract Full Text View citing articles Show Details

With boron tribromide in dichloromethane

1.) 0 deg C, 45 min, 2.) RT, 4 h;

Groweiss, Amiram; Cardellina II, John H.; Pannell, Lewis K.; Uyakul, Duangchan; Kashman, Yoel; Boyd, Michael R.

Journal of Natural Products, 1997 , vol. 60, # 2 p. 116 - 121 Title/Abstract Full Text View citing articles Show Details

300

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With hydrogen bromide; acetic acid

Rx-ID: 504114 Find similar reactions

Cook; Heilbron; Lewis

Journal of the Chemical Society, 1942 , p. 659 Full Text Show Details

301

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Rx-ID: 7260015 Find similar reactions

Meiji Dairies Corporation

Patent: EP1854777 A1, 2007 ; Location in patent: Page/Page column 20 ;

95%

Title/Abstract Full Text Show Details

42%

Hide Experimental Procedure

Rhodia Chimie

Patent: US6049015 A1, 2000 ; Title/Abstract Full Text Show Details

5:Synthesis of Hexadecylhydroquinone STR3

The processing and purifications are identical to those above.


A reaction yield of 42percent monohexadecylhydroquinone is obtained, for a 65percent degree of conversion of the hydroquinone.

Neiland; Trybatscha

Patent: SU371196 , 1973 ; Ref. Zh., Khim., 1974 , vol. 8, # N121P Full Text Show Details

Armstrong et al.

Journal of the American Chemical Society, 1960 , vol. 82, p. 1928,1932 Full Text Show Details

302

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Rx-ID: 7260016 Find similar reactions

With hydrogenchloride; amalgamated zinc; acetic acid

Asano; Hase

Yakugaku Zasshi, 1940 , vol. 60, p. 650,658 Yakugaku Zasshi, 1941 , vol. 61, p. engl. Ref. S. 1, 5 Chem.Abstr., 1942 , p. 83 Full Text Show Details

303

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Rx-ID: 7988119 Find similar reactions

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Cook; Heilbron; Lewis

Journal of the Chemical Society, 1942 , p. 659 Full Text Show Details

6-stdg. Kochen;

304

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Find similar Rx-ID: 7988120 Find similar reactions

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Cook; Heilbron; Lewis

Journal of the Chemical Society, 1942 , p. 659 Full Text Show Details

305

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Rx-ID: 17046448 Find similar reactions

Multi-step reaction with 2 steps 1: 1.) n-BuLi / 1.) THF, hexane, a) 0 deg C, 30 min, b) reflux, 90 min, 2.) THF, hexane, reflux, 90 min 2: 300 mg / BBr3 / CH2Cl2 / 1.) 0 deg C, 45 min, 2.) RT, 4 h View Scheme

Groweiss, Amiram; Cardellina II, John H.; Pannell, Lewis K.; Uyakul, Duangchan; Kashman, Yoel; Boyd, Michael R.

Journal of Natural Products, 1997 , vol. 60, # 2 p. 116 - 121 Title/Abstract Full Text View citing articles Show Details

306

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Rx-ID: 17046487 Find similar reactions

Multi-step reaction with 2 steps 1: 1.) n-BuLi / 1.) THF, hexane, a) 0 deg C, 30 min, b) reflux, 90 min, 2.) THF, hexane, reflux, 90 min 2: 300 mg / BBr3 / CH2Cl2 / 1.) 0 deg C, 45 min, 2.) RT, 4 h View Scheme

Groweiss, Amiram; Cardellina II, John H.; Pannell, Lewis K.; Uyakul, Duangchan; Kashman, Yoel; Boyd, Michael R.

Journal of Natural Products, 1997 , vol. 60, # 2 p. 116 - 121 Title/Abstract Full Text View citing articles Show Details

A

B

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307

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With Re2(CO)10 in toluene

T=150°C; 24 h; Inert atmosphereSealed tube; regioselective reaction;

Kuninobu, Yoichiro; Matsuki, Takashi; Takai, Kazuhiko

Journal of the American Chemical Society, 2009 , vol. 131, # 29 p. 9914 - 9915 Title/Abstract Full Text View citing articles Show Details

308

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73%

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Rx-ID: 5124805 Find similar reactions

With boron tribromide in dichloromethane

3 h; Ambient temperature;

Jinno, Shuji; Okita, Takaaki

Chemical and Pharmaceutical Bulletin, 1998 , vol. 46, # 11 p. 1688 - 1694 Title/Abstract Full Text View citing articles Show Details

309

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Rx-ID: 16427560 Find similar reactions

Multi-step reaction with 3 steps 1: 1.) NaCH2SOMe / 1.) DMSO, 60 deg, 30 min, 2.) DMSO, 50 deg C, overnight 2: H2 / PtO2 / ethyl acetate / 1 h 3: 73 percent / BBr3 / CH2Cl2 / 3 h / Ambient temperature View Scheme

Jinno, Shuji; Okita, Takaaki

Chemical and Pharmaceutical Bulletin, 1998 , vol. 46, # 11 p. 1688 - 1694 Title/Abstract Full Text View citing articles Show Details

310

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Multi-step reaction with 3 steps 1: 1.) NaCH2SOMe / 1.) DMSO, 60 deg, 30 min, 2.) DMSO, 50 deg C, overnight

Rx-ID: 16436930 Find similar reactions

Jinno, Shuji; Okita, Takaaki

Chemical and Pharmaceutical Bulletin, 1998 , vol. 46, # 11 p. 1688 - 1694


Title/Abstract Full Text View citing articles Show Details

2: H2 / PtO2 / ethyl acetate / 1 h 3: 73 percent / BBr3 / CH2Cl2 / 3 h / Ambient temperature View Scheme

311

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Rx-ID: 16457126 Find similar reactions

Multi-step reaction with 2 steps 1: H2 / PtO2 / ethyl acetate / 1 h 2: 73 percent / BBr3 / CH2Cl2 / 3 h / Ambient temperature View Scheme

Jinno, Shuji; Okita, Takaaki

Chemical and Pharmaceutical Bulletin, 1998 , vol. 46, # 11 p. 1688 - 1694 Title/Abstract Full Text View citing articles Show Details

312

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Rx-ID: 298826 Find similar reactions

With aluminium trichloride; benzene

Asano; Hase

Yakugaku Zasshi, 1940 , vol. 60, p. 650,658 Yakugaku Zasshi, 1941 , vol. 61, p. engl. Ref. S. 1, 5 Chem.Abstr., 1942 , p. 83 Full Text Show Details

313

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With palladium on activated charcoal; acetic acid

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Rx-ID: 313701 Find similar reactions

Eastman Kodak Co.

Patent: US2728659 , 1953 ; Full Text Show Details


With hydrogen; copper (II) chromite in ethanol

Vandenberghe,A.; Willems,J.F.

Bulletin des Societes Chimiques Belges, 1965 , vol. 74, p. 397 - 406 Full Text View citing articles Show Details

314

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Rx-ID: 504133 Find similar reactions

With hydrogen bromide; acetic acid

Cook; Heilbron; Lewis

Journal of the Chemical Society, 1942 , p. 659 Full Text Show Details

315

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With hydrogen bromide; acetic acid

Rx-ID: 508988 Find similar reactions

Cook; Heilbron; Lewis

Journal of the Chemical Society, 1942 , p. 659 Full Text Show Details

316

Synthesize Find similar /BRN= 58415/, HSiEt3 (Eg.);

Rx-ID: 7261166 Find similar reactions

Neiland; Trybatscha

Patent: SU371196 , 1973 ; Ref. Zh., Khim., 1974 , vol. 8, # N121P Full Text Show Details


Fuji Photo Film Co.

Patent: JP461464 , 1961 ; Chem.Abstr., 1965 , vol. 63, # 1736c Full Text Show Details

Hydrochinon, Octadecen, H+;

317

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Rx-ID: 22407348 Find similar reactions

Multi-step reaction with 2 steps 1: BF3

2: H2 / copper-chromite / ethanol View Scheme

Vandenberghe,A.; Willems,J.F.

Bulletin des Societes Chimiques Belges, 1965 , vol. 74, p. 397 - 406 Full Text View citing articles Show Details

318

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Rx-ID: 22407974 Find similar reactions

Multi-step reaction with 2 steps 1: BF3

2: H2 / copper-chromite / ethanol View Scheme

Vandenberghe,A.; Willems,J.F.

Bulletin des Societes Chimiques Belges, 1965 , vol. 74, p. 397 - 406 Full Text View citing articles Show Details

A

B

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319

Synthesize Find similar Rx-ID: 34289222 Find similar reactions

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With perchloric acid in 1,4-dioxane

T=20°C;

Tell, Volkmar; Mahmoud, Kazem Ahmed; Hilgeroth, Andreas; Holzer, Max; Herrmann, Lydia; Schaechtele, Christoph; Totzke, Frank

Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 22 p. 6914 - 6918,5 Title/Abstract Full Text Show Details

320

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Rx-ID: 4709165 Find similar reactions

52%

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With lithium chloride in pyridine

1 h; Heating;

Ozaki, Yutaka; Hosoya, Ayako; Okamura, Kyouko; Kim, Sang-Won

Synlett, 1997 , vol. 1997, # 4 p. 365 - 366 Title/Abstract Full Text View citing articles Show Details

A

B

C

D

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321

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Rx-ID: 3771968 Find similar reactions

With trifluoroacetic acid

1.) CH2Cl2, -20 deg C, 6 h, 2.) CH2Cl2, -20 deg C, 2 h; Yield given. Multistep reaction. Yields of byproduct given;

Haga, Naoki; Endo, Yasuyuki; Kataoka, Ken-Ichiro; Yamaguchi, Kentaro; Shudo, Koichi

Journal of the American Chemical Society, 1992 , vol. 114, # 25 p. 9795 - 9806 Title/Abstract Full Text View citing articles Show Details

322

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Rx-ID: 9029258 Find similar reactions

Tziveleka, Leto-A; Kourounakis, Angeliki P; Kourounakis, Panos N; Roussis, Vassilios; Vagias, Constantinos

Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 4 p. 935 - 939 Title/Abstract Full Text View citing articles Show Details


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