3,4,5-Trihydroxybenzoic acid to 1,2,3-Benzenetriol

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4 reactions in Reaxys

2018-03-18 12h:01m:15s (EST)

O HO

HO OH

1. Query

HO

HO OH

OH

Search as: As drawn, No salts, No mixtures

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OH O OH HO

HO OH

OH OH

Rx-ID: 310467 View in Reaxys 1/4 Yield 98 %

Conditions & References With cucumber juice, Time= 48h, T= 30 - 35 °C , Inert atmosphere, Green chemistry Maity, Himadri Sekhar; Misra, Kaushik; Mahata, Tanushree; Nag, Ahindra; RSC Advances; vol. 6; nb. 29; (2016); p. 24446 - 24450 View in Reaxys

97.4 %

With Citrobacter sp, Time= 24h, T= 28 °C , enzymatic synthesis by bacterium in a mixed medium containing: 0.5percent maltose, 0.2percent (NH4)2HPO4, 0.1percent KH2PO4, 0.05percent KCl, 0.05percentMgSO4.7H2Oand 0.05percent yeast, pH=4.5 Yoshida, Hajime; Yamada, Hideaki; Agricultural and Biological Chemistry; vol. 49; nb. 3; (1985); p. 659 - 664 View in Reaxys

96 %

With Cocos nucifera juice, Time= 48h, T= 20 °C , Inert atmosphere Misra, Kaushik; Maity, Himadri Sekhar; Chanda, Subhankar; Nag, Ahindra; Journal of Molecular Catalysis B: Enzymatic; vol. 82; (2012); p. 92 - 95 View in Reaxys

50 %

2.1; 2.2 : Example 2 (1), in the reactor, add 50kg of water, 10kg of tri-n-butylamine, 10kg gallic acid, temperature to 80-90 ° C,Deflated 15min, close the bleed valve,Heating to 100-110 ° C, the control pressure in the 0.5-1. OMPa, reaction 3h, down to room temperature;(2), the organic layer was washed with water four times; the aqueous layer in step (1) was added and the layers were extracted with 150 kg of ethyl acetateTimes; the resulting ethyl acetate layer, adding dichloromethane 70kg, cooled to 10-20 ° C, crystallization, filtration and baking, get the colorGallic acid solid 5.0kg, the yield of 50percent, liquid purity 98.2percent, residual 0.1percent With tributyl-amine in water, Time= 3h, T= 80 - 110 °C , p= 3750.38 - 7500.75Torr , Large scale, Time Patent; Zunyi City Times Margin of Chemical Limited Liability Company; Zhang, Jiming; Yang, Zhangman; Yang, Jinming; Jiang, Jiajun; Hu, Jing; (4 pag.); CN106220476; (2016); (A) Chinese View in Reaxys

44.2 %

Time= 25h, T= 28 °C , Citrobacter sp., strain 64-1, culture broth Yoshida, Hajime; Tani, Yoshiki; Yamada, Hideaki; Agricultural and Biological Chemistry; vol. 46; nb. 10; (1982); p. 2539 - 2546 View in Reaxys bei der trocknen Destillation Pelouze; Justus Liebigs Annalen der Chemie; vol. 10; (1834); p. 159 View in Reaxys Braconnot; Justus Liebigs Annalen der Chemie; vol. 1; (1832); p. 26; Annales de Chimie (Cachan, France); vol. <2> 46; (1831); p. 206 View in Reaxys Scheele; View in Reaxys With sodium hydroxide, beim Schmelzen Barth; Schreder; Chemische Berichte; vol. 12; (1879); p. 1259 View in Reaxys With pumice stone, man destilliert im CO2-Strome Liebig; Justus Liebigs Annalen der Chemie; vol. 101; (1857); p. 48 View in Reaxys

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With water, T= 200 - 210 °C , im Autoklaven de Luynes; Esperandieu; Jahresbericht ueber die Fortschritte der Chemie und Verwandter Theile Anderer Wissenschaften; (1865); p. 400 View in Reaxys de Luynes; Esperandieu; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 61; (1865); p. 487; Annales de Chimie (Cachan, France); vol. <4> 12; (1867); p. 120 View in Reaxys View in Reaxys Widmer; Zeitschrift fuer Physikalische Chemie, Stoechiometrie und Verwandtschaftslehre; vol. <A> 140; (1929); p. 175 View in Reaxys Kunz-Krause; Manicke; Chemische Berichte; vol. 53; (1920); p. 192,194; Archiv der Pharmazie (Weinheim, Germany); (1929); p. 558 View in Reaxys With barium dihydroxide, water Patent; Nitritfabrik Coepenick; DE335153; Fortschr. Teerfarbenfabr. Verw. Industriezweige; vol. 13; p. 253 View in Reaxys With calcium hydroxide, water Patent; Nitritfabrik Coepenick; DE335153; Fortschr. Teerfarbenfabr. Verw. Industriezweige; vol. 13; p. 253 View in Reaxys With water, magnesium oxide Patent; Nitritfabrik Coepenick; DE335153; Fortschr. Teerfarbenfabr. Verw. Industriezweige; vol. 13; p. 253 View in Reaxys With glycerol, T= 190 - 200 °C Thorpe; Jahresbericht ueber die Fortschritte der Chemie und Verwandter Theile Anderer Wissenschaften; (1881); p. 558 View in Reaxys With water, T= 175 °C , im Autoklaven Schwyzer,J.; View in Reaxys With hydrogenchloride, T= 230 °C , pH= 1.51, Activation energy, Kinetics, Further Variations: Temperatures, pH-values Li, Jun; Brill, Thomas B.; Journal of Physical Chemistry A; vol. 107; nb. 15; (2003); p. 2667 - 2673 View in Reaxys With 3,4-dihydroxybenzoic acid decarboxylasesfrom Enterobacter cloacae, ascorbic acid in aq. phosphate buffer, Time= 1h, Enzymatic reaction, Time Payer, Stefan E.; Marshall, Stephen A.; Bärland, Natalie; Sheng, Xiang; Reiter, Tamara; Dordic, Andela; Steinkellner, Georg; Wuensch, Christiane; Kaltwasser, Susann; Fisher, Karl; Rigby, Stephen E. J.; Macheroux, Peter; Vonck, Janet; Gruber, Karl; Faber, Kurt; Himo, Fahmi; Leys, David; Pavkov-Keller, Tea; Glueck, Silvia M.; Angewandte Chemie - International Edition; vol. 56; nb. 44; (2017); p. 13893 - 13897; Angew. Chem.; vol. 129; (2017); p. 14081 - 14085,5 View in Reaxys OH OH HO

S OO

O

HO

OH

OH O

HO

H 2N 2

HO

OH

OH

carbon monoxide

OH

Rx-ID: 7451869 View in Reaxys 2/4

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Yield

Conditions & References T= 50 - 60 °C , bei der elektrolytischen Reduktion an Bleikathoden Somlo; Zeitschrift fuer Elektrochemie und Angewandte Physikalische Chemie; vol. 35; (1929); p. 773 View in Reaxys OH

O

rufigallic acid

OH HO

HO OH

OH OH

Rx-ID: 7457710 View in Reaxys 3/4 Yield

Conditions & References T= 240 - 250 °C Kunz-Krause; Manicke; Chemische Berichte; vol. 53; (1920); p. 192,194; Archiv der Pharmazie (Weinheim, Germany); (1929); p. 558 View in Reaxys OH

OH Cl

Cl

O

Cl

Cl

HO

OH OH

HO

OH

HO

OH

hexaoxydiphenyl

OH

Rx-ID: 7454369 View in Reaxys 4/4 Yield

Conditions & References Schmelze Barth; Schreder; Chemische Berichte; vol. 12; (1879); p. 1259 View in Reaxys Barth; Schreder; Monatshefte fuer Chemie; vol. 3; (1882); p. 649 View in Reaxys

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