2409-55-4Relevant articles and documents
Tchitchibabine
, (1935)
Method for preparing 2-tert-butyl p-cresol under catalysis of eutectic solvent
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Paragraph 0026-0074, (2021/07/11)
The invention discloses a method for preparing 2-tert-butyl p-cresol under catalysis of a deep-eutectic solvent, which comprises the following steps: (1) taking caprolactam as a hydrogen bond acceptor and p-toluenesulfonic acid as a hydrogen bond donor, and reacting under a stirring condition to prepare the deep-eutectic solvent; and (2) accurately weighing methylphenol and tert-butyl alcohol according to a molar ratio of (12-5): (1-3), putting the weighed methylphenol and tert-butyl alcohol into a reaction tube, adding the eutectic solvent into the reaction tube, and stirring at 25-50 DEG C for 3-8 hours to obtain the 2-tert-butyl p-cresol. According to the method, the eutecticevaporate solvent taking p-toluenesulfonic acid as a hydrogen bond donor and caprolactam as a hydrogen bond acceptor is adopted to catalyze the alkylation reaction of p-methylphenol and tert-butyl alcohol, and the catalytic activity of the eutecticevaporate solvent can be optimal by accurately controlling all parameters in the alkylation of p-methylphenol; according to the method, the conversion rate of the tert-butyl alcohol can reach the maximum value of 100%, the selectivity of the 2-tert-butyl p-cresol can reach 99%, and the reaction does not corrode equipment, so that the method has a wide application prospect.
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.).