HALOGENATION USING N-HALOGEN COMPOUNDS .1. EFFECT OF AMINES ON ORTHO-BROMINATION OF PHENOLS WITH NBS

被引:66
作者
FUJISAKI, S [1 ]
EGUCHI, H [1 ]
OMURA, A [1 ]
OKAMOTO, A [1 ]
NISHIDA, A [1 ]
机构
[1] TOSOH CO, CHEM RES LAB, YAMAGUCHI 746, JAPAN
关键词
D O I
10.1246/bcsj.66.1576
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Primary and secondary amines, especially diisopropylamine and dibutylamine, catalyzed ortho-dibromination of phenol and ortho-monobromination of 2-substituted phenols with NBS in dichloromethane to give selectively 2,6-dibromophenol and 2-bromo-6-substituted phenols, respectively. The effective intermediates are inferred to be N-bromoamines. The scope and limitations of the bromination are also presented.
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页码:1576 / 1579
页数:4
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