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Highly efficient synthesis of capsaicin analogues by condensation of vanillylamine and acyl chlorides in a biphase H2O/CHCl3 system
Authors:Bo Wang  Jie Tang
Institution:Institute of Medicinal Chemistry, Department of Chemistry, East China Normal University, Shanghai 200062, China
Abstract:Highly efficient synthesis of capsaicin analogues was developed using condensation of vanillylamine with acyl chlorides in a biphase H2O/CHCl3 system under mild conditions. For C4-C18 aliphatic or aromatic acyl chlorides, the yields were up to 93-96% with high purity after a simple work-up procedure, and only 1-1.16 equiv of acyl chloride was needed in the reaction.
Keywords:Capsaicin analogue  Vanillylamine  Acylation
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