有机化学 ›› 1992, Vol. 12 ›› Issue (4): 384-386. 上一篇    下一篇

研究论文

2,2-二甲基-3,4-二溴-7,8-二乙酸基色烯的合成

胡德平;金适森;陈珊妹   

  1. 中国科学院兰州化学物理研究所
  • 发布日期:1992-08-25

Synthesis of 2,2-dimethyl-3,4-dibromo-7,8 diacetoxychromen

HU DEPING;JIN SHISEN;CHEN SHANMEI   

  • Published:1992-08-25

本文合成了2,2-二甲基-3,4-二7,8-二乙酸基色烯,主要想通过溴的引入改变色烯3,4位双键的性质,视其对活性的影响, 也为用溴标记探讨这类激素在昆虫体内参与细胞蛋白烷基化的代谢过程提供一条途径。色满/D 5

关键词: 抗进食作用, 溴化合物, 丁二酰亚胺, 活性, 苯三酚, 昆虫激素, 异戊二烯, 过氧化苯甲酰

2,2-Dimethyl-7,8-dihydroxychroman (I) was obtained in 70% yield by condensation of pyrogallol with isoprene in the presence of orthophosphoric acid. I reacted with excess Ac2O in the presence of concentrated H2SO4 gave 2,2-dimethyl-7,8-diacetoxychroman (II) in 88% yield. Treating II with N-bromosuccimide in the presence of benzoyl peroxide gave 65%the title compound (III). By contact or topical application III inhibited feeding in 2nd, 3rd, 4th, 5th, instar nymphs of Oxya Chinensis Thumberg.

Key words: ACTIVITY, BROMINE COMPOUNDS, BENZOYL PEROXIDE, INSECT HORMONE, BENZENETRIOL, ISOPRENE

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