96-70-8Relevant articles and documents
Enantioselective Kinetic Resolution/Desymmetrization of Para-Quinols: A Case Study in Boronic-Acid-Directed Phosphoric Acid Catalysis
Huang, Banruo,He, Ying,Levin, Mark D.,Coelho, Jaime A. S.,Bergman, Robert G.,Toste, F. Dean
supporting information, p. 295 - 301 (2019/11/03)
A chiral phosphoric acid-catalyzed kinetic resolution and desymmetrization of para-quinols operating via oxa-Michael addition was developed and subsequently subjected to mechanistic study. Good to excellent s-factors/enantioselectivities were obtained over a broad range of substrates. Kinetic studies were performed, and DFT studies favor a hydrogen bonding activation mode. The mechanistic studies provide insights to previously reported chiral anion phase transfer reactions involving chiral phosphate catalysts in combination with boronic acids. (Figure presented.).
Selective process for preparting 2,4- or 3,6-di-substituted phenol compounds
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, (2008/06/13)
A selective process for preparing a 2,4- or 3,6-di-substituted phenol compound which comprises reacting an olefin compound of the formula: STR1 wherein R1 is hydrogen, halogen, alkyl, halogen substituted alkyl, aryl, halogen substituted-aryl or alkyl substituted-aryl; and R2, R3 and R4 are the same or different and each is hydrogen, halogen, alkyl, halogen substituted-alkyl or aralkyl; with a phenol compound of the formula: STR2 wherein R5 is hydrogen, hydroxy, halogen, alkyl, halogen substituted-alkyl, alkoxy or --C(R6)(R7)CH(R8)(R9) (wherein R6 is hydrogen, halogen, alkyl, halogen substituted-alkyl, aryl, halogen substituted-aryl or alkyl substituted-aryl; and R7, R8 and R9 are the same or different and each is hydrogen, halogen, alkyl, halogen substituted-alkyl or aralkyl), in the presence of a phosphorus compound and a carboxylic acid compound as catalysts. The methods of the present invention, which is used a phosphorus compound and a carboxylic acid compound as catalysts, are enable to make the separation procedures easy, make the reaction process and time short, not to produce any colored resultant product, and reduce that cost in manufacturing procedures.
THERMAL DE-TERT-BUTYLATION OF 2,6-DI-TERT-BUTYLPHENOL AND ITS DERIVATIVES
Kun, O. B.,Nogina, N. I.,Ostashevskaya, L. A.,Egorov, E. M.,Kuzubova, L. I.,Krysin, A. P.
, p. 2375 - 2378 (2007/10/02)
When heated at 270-300 deg C, 2,6-di-tert-butylphenol and its 4-alkyl, 4-(chloroalkyl), 4-(hydroxyalkyl), and 4-(methoxycarbonyl) derivatives give the corresponding unsubstituted and 4-substituted 2-tert-butylphenols.Removal of the two tert-butyl groups from 2,6-di-tert-butylphenol is observed at temperatures above 300 deg C.