高等学校化学学报 ›› 1995, Vol. 16 ›› Issue (4): 582.

• 研究简报 • 上一篇    下一篇

(Z)-3-丁烯基-4-羟基苯酞的合成

李绍白, 王志伟, 方小平, 李裕林   

  1. 兰州大学应用有机化学国家重点实验室, 兰州, 730000
  • 收稿日期:1994-05-12 出版日期:1995-04-24 发布日期:1995-04-24
  • 通讯作者: 李绍白,男,48岁,副教授
  • 作者简介:李绍白,男,48岁,副教授
  • 基金资助:

    国家自然科学基金

Synthesis of (Z)-3-Butylidene-4-hydroxyphthalide

LI Shao-Bai, WANG Zhi-Wei, FANG Xiao-Ping, LI Yu-Lin   

  1. State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, 730000
  • Received:1994-05-12 Online:1995-04-24 Published:1995-04-24

关键词: (Z)-3-丁烯基-4-羟基苯酞, 苯酞, 3-丙基-5-羟基异香豆素, 异香豆素, 合成

Abstract: (Z)-3-Butylidene-4-hydroxyphthalide(1)was prepared from 2-formyl-3-methoxy benzoic acid(2).2 was converted to 2-pentenyl-3-methoxybenzoic acid(4)by the usual method.4 was dissolved in sodium bicarbonate solution and reacted with a solution of iodine in aqueous potassium iodide to give 5 and 6,which was converted to 3-propyl-5-hydroxyiso coumarine(3)by the conventional method.Iodophthalide(5)was treated with sodium acetate to furnish(Z)-3-butylidene-4-methoxyphthalide(7).Demethylation of 7 was conducted with boron tribromide to give the title compound(1).The overall yield of 1 is 46%.

Key words: (Z)-3-Butylidene-4-hydroxyphthalide, Phthalide, 3-Propyl-5-hydroxyiso-Coumarin, Isocoumarin, Synthesis

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