HRID1835032

反应详情

EQUATION

反应方程式

HRID 1835032 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
90 °C

PROCEDURE

实验过程

A mixture of (2R)-2-(4-chlorophenyl)-2-cyclopropylethyl 4-methylbenzenesulfonate (11.00 g, 31.3 mmol) and NaCN (4.62 g, 94.3 mmol) in dimethyl sulfoxide (100 ml) is heated at to 90° C. for 3 hours. The dimethyl sulfoxide was removed in vacuo and the resulting mixture is partitioned between water (200 ml) and diethyl ether (200 ml). The organic layer is dried over anhydrous sodium sulfate and concentrated in vacuo. The residue chromatographed on silica gel eluting with ether:hexane (25:75) to afford the title compound as a colorless oil (5.62 g, 87%) which is characterized by 1HNMR, IR and mass spectral analyses.

WORKUP

后处理

  1. customThe dimethyl sulfoxide was removed in vacuo
  2. customthe resulting mixture is partitioned between water (200 ml) and diethyl ether (200 ml)
  3. dry with materialThe organic layer is dried over anhydrous sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe residue chromatographed on silica gel eluting with ether:hexane (25:75)