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

Bai Ling XU Zong Ru GUO Xiao Tian LIANG Guang Zhong YANG

引用本文: 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
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

摘要: 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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  • 收稿日期:  1997-01-22
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