反应 #65700

反应方程式

Thiophenol

KCN 18-crown-6

potassium carbonate

chloride

1-bromo-3-chloro-2-methylpropane

→

2,3,4,5-tetrahydro-3-methyl-1-benzothiepine

溶剂

acetone

acetonitrile

反应条件

实验过程

Thiophenol was alkylated with 1-bromo-3-chloro-2-methylpropane in the presence of potassium carbonate (K2CO3) in acetone. The resulting primary chloride was lengthened by one carbon atom using KCN/18-crown-6 in acetonitrile. Basic hydrolysis, ring closure with polyphosphoric acid in analogy to Example 17(C) and Wolf-Kishner reduction according to Example 17(D) finally gave the required 2,3,4,5-tetrahydro-3-methyl-1-benzothiepine as a colorless oil.

来源