Synthesis of 1-(2,4-Dichlorophenyl)-2-chloroethanol by Reduction Method with Sodium Borohydride

Chin. J. Org. Chem. ›› 2005, Vol. 25 ›› Issue (06): 660-664. Previous Articles Next Articles

Original Articles

硼氢化钠还原法合成1-(2,4-二氯苯基)-2-氯-乙醇

王明慧，吴坚平，杨立荣*，陈新志

(浙江大学材料与化工学院杭州 310021)

收稿日期:2004-07-01 修回日期:2004-12-06 发布日期:2005-05-30
通讯作者: 杨立荣

Synthesis of 1-(2,4-Dichlorophenyl)-2-chloroethanol by Reduction Method with Sodium Borohydride

WANG Ming-Hui, WU Jian-Ping, YANG Li-Rong*, CHEN Xin-Zhi

(Department of Chemical and Biochemical Engineering, Zhejiang University, Hangzhou 310027)

Received:2004-07-01 Revised:2004-12-06 Published:2005-05-30
Contact: YANG Li-Rong

Abstract

The method of reduction of 2,2',4'-trichloroacetophenone with sodium borohydride to prepare 1-(2,4-dichlorophenyl)-2-chloroethanol was studied. Temperature effect on the reaction was investigated and the mechanism to form objective product and byproducts was discussed. Calcium chloride and lanthanum chloride etc. efficiently improved the reaction specificity. In the presence of amberlyst-732(H^＋) the reaction was smoothly carried out in aprotic solvent such as THF with high yield and specificity. The structure of the objective product was characterized by IR, ¹H NMR and ¹³C NMR spectra.

Key words: sodium boro-hydride, reduction, metal chloride, aprotic solvent, cation amberlite, 1-(2,4-dichlorophenyl)-2-chloroethanol, 2,2',4'-trichloroacetophenone

Cite this article

WANG Ming-Hui, WU Jian-Ping, YANG Li-Rong*, CHEN Xin-Zhi. Synthesis of 1-(2,4-Dichlorophenyl)-2-chloroethanol by Reduction Method with Sodium Borohydride[J]. Chin. J. Org. Chem., 2005, 25(06): 660-664.

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硼氢化钠还原法合成1-(2,4-二氯苯基)-2-氯-乙醇

Synthesis of 1-(2,4-Dichlorophenyl)-2-chloroethanol by Reduction Method with Sodium Borohydride

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