引用本文:
牟莉娟, 蒋文伟, 夏素兰. 1,3-苯并二茂的微胶束催化氯甲基化新技术[J]. 应用化学,
2000, 17(5): 563-565.
Citation: MOU Li-Juan, JIANG Wen-Wei, XIA Su-Lan. Chloromethylation of 1,3-Benzodioxole in the Presence of Micellar Catalysts[J]. Chinese Journal of Applied Chemistry, 2000, 17(5): 563-565.
Citation: MOU Li-Juan, JIANG Wen-Wei, XIA Su-Lan. Chloromethylation of 1,3-Benzodioxole in the Presence of Micellar Catalysts[J]. Chinese Journal of Applied Chemistry, 2000, 17(5): 563-565.
1,3-苯并二茂的微胶束催化氯甲基化新技术
摘要:
本文报道以四氯化碳和水为反应体系,在微胶束催化剂季胺盐作用下,1,3-苯并二茂的氯甲基化研究.与文献[1]报道的工艺相比,这种氯甲基化工艺不需要用多聚甲醛,而直接使用37%的甲醛溶液,工艺过程简单;并且由于采用了有效的微胶束催化剂,有效地抑制了过去使用路易斯酸催化剂时所引起的傅-克缩合副反应,避免了二芳甲烷副产物的生成,提高了反应的选择性,在实验工艺条件下,当1,3-苯并二茂的转化率高达98%以上时,单氯甲化产物的选择性仍可达到97%以上;新工艺催化剂用量少,仅为底物1,3-苯并二茂摩尔数的0.28%,不会造成体系乳化,催化剂容易从反应体系中除去,产物纯化操作简单.
English
Chloromethylation of 1,3-Benzodioxole in the Presence of Micellar Catalysts
Abstract:
1,3-Benzodioxole was monochloromethylated directly by aqueous formaldehyde and hydrogen chloride gas in CCl4 in the presence of quaternary ammonium salts:C16H33-(CH3)3 NX(X=Br,Cl), C12H25(CH3)3 NCl,C12H25(CH3)2(C6H5CH2)NCl and (C4H9)4 NBr. With hexadecyltrimethylammonium bromide at temperature 60~65℃ and for 15 hours of reaction, 1,3-benzodioxole was converted to piperonyl chloride with conversion more than 98% and selectivity up to 97%. The method has advantages of high selectivity, high conversion, negligible by-products and easy workup of the main product.
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Key words:
- benzodioxole
- / chloromethylation
- / phase transfer catalysis
- / piperonyl chloride
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