Citation: Bai Ling XU, Zong Ru GUO, Xiao Tian LIANG, Guang Zhong YANG. Study on the Mechanism of the Rearrangement Reaction of 3-n-Butylphthalide by Deuterium-Labelling[J]. Chinese Chemical Letters, ;1997, 8(6): 479-482. shu

Study on the Mechanism of the Rearrangement Reaction of 3-n-Butylphthalide by Deuterium-Labelling

Institute of Materia Medica, Chinese Academy of Medical Sciences, Peking Union Medical College, Beijing 100050

Received Date: 22 January 1997

By the Grignard reaction of 1,1-di-deutero-1-bromobutane with phthalaldehydic acid 1',1'-di-deutero-3-n-butyl phthalide was obtained.which underwent a rearrangement reaction using AlCl₃ as catalyst in CS₂ to give 1-methyl-5-carboxy-3,4-di-deutero-tetrahydronaphthalene.The mechanism was proposed to be a series of consecutive 1,2-hydride transfers rather than a direct 1,4-hydride transfer.
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