HIGHLY REGIOSELECTIVE ORTHO-CHLORINATION OF PHENOL WITH SULFURYL CHLORIDE IN THE PRESENCE OF AMINES
HIGHLY REGIOSELECTIVE ORTHO-CHLORINATION OF PHENOL WITH SULFURYL CHLORIDE IN THE PRESENCE OF AMINES
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DOI：
10.1016/0040-4039(95)00592-z
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发表时间：
1995-05-29
影响因子：
1.8
通讯作者：
SHELDON, RA
中科院分区：
文献类型：
--
作者：
GNAIM, JM;SHELDON, RA
非极性溶剂中胺催化的苯酚与硫酰氯的氯化反应速度快，对一氯化反应具有专一性，对邻位取代反应具有很高的区域选择性。在最佳反应条件下，苯酚在二S丁胺(与苯酚的摩尔比为0.8%)存在下与等摩尔氯磺酰氯反应1h，邻氯苯酚的收率为90.1%，邻氯苯酚的邻氯苯酚的摩尔比为22.0。
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.