HIGHLY REGIOSELECTIVE ORTHO-CHLORINATION OF PHENOL WITH SULFURYL CHLORIDE IN THE PRESENCE OF AMINES

被引：44

作者：

GNAIM, JM

SHELDON, RA

机构：

[1] DELFT UNIV TECHNOL,DEPT ORGAN CHEM & CATALYSIS,2628 BL DELFT,NETHERLANDS

[2] BEN GURION UNIV NEGEV,INST APPL RES,IL-84105 BEER SHEVA,ISRAEL

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 22期

关键词：

D O I：

10.1016/0040-4039(95)00592-Z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chlorination of phenol with sulfuryl chloride catalyzed by amines in non-polar solvents is fast, and specific for monochlorination and highly regioselective for ortho-substitution. Under optimal conditions, phenol was chlorinated with an equimolar quantity of sulfuryl chloride in the presence of di-s-butylamine (0.8 mole% relative to phenol) to give after 1 h of reaction at 70 degrees C a 90.1% yield of ortho-chlorophenol with an ortholpara ratio of 22.0.

引用

页码：3893 / 3896

页数：4

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