有机化学 ›› 1992, Vol. 12 ›› Issue (4): 372-377. 上一篇    下一篇

研究论文

(E)-烯基甲苯基硅醇的合成

冯维春;王东;李连海   

  1. 中国科学院化学研究所
  • 发布日期:1992-08-25

Synthesis of (E)-alkenylmethylphenylsilanols

FENG WEICHUN;WANG DONG;LI LIANHAI   

  • Published:1992-08-25

从烯丙基甲苯基氨基硅烷出发,经过基化反应,得到(E)-烯基氨基硅烷, 然后水解成(E)-烯基硅醇。研究了烯丙基氨硅烷碳负离子烷基化学反应的区域选择性,建立了去除α-异构体的方法。

关键词: 选择性, 烷基化, 硅烷醇, 硅烷, 烯丙基

Starting from allylmethylphenylaminosilanes, (E)-alkenyl(methyl)phenylsilanols were synthesized through alkylation of allyl(amino)silane carbanions with halides, followed by hydrolysis of alkenyl(amino)silane, which was produced in the alkylation, under very mild condition. Regioselectivity of the alkylation was studied, and the method for removing a-isomer out from the mixture of the product was developed. E.g., aminosilane I was lithiated, alkylated with n-pentyl iodide to give, after refluxing with NaI and Me3SiCl in EtOH, 83% II (R = n-pentyl, R1 = Et)(III). Hydrolysis of III gave 72% silanol II (R = n-pentyl, R1 = H).

Key words: ALKYLATION, SELECTIVITY, SILANE, SILANOL, ALLYL GROUP

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