HRID1511539

反应详情

EQUATION

反应方程式

HRID 1511539 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

CONDITIONS

反应条件

温度
100 °C

PROCEDURE

实验过程

A solution of 2-benzyl-4-bromoisoindoline (16.7 g, 58.0 mmol) and tributyl(vinyl)tin (20.3 mL, 69.6 mmol) in toluene (400 mL) was degassed by bubbling nitrogen gas through the solution for 0.25 h. Tetrakis(triphenylphosphine)palladium (0) (1.30 g, 1.16 mmol) was added and the resulting solution heated in a 100° C. oil bath under nitrogen for 24 h. The contents of the reaction flask were cooled, evaporated and subjected to flash column chromatography eluting with hexane/ethyl acetate 95/5 to give after evaporation the title compound as a pale oil that turned pink on standing. LRMS (ESI) m/z 236 [(M+H)+; calcd for C17H18N: 236].

WORKUP

后处理

  1. customby bubbling nitrogen gas through the solution for 0.25 h
  2. temperatureThe contents of the reaction flask were cooled
  3. customevaporated
  4. washeluting with hexane/ethyl acetate 95/5
  5. customto give
  6. customafter evaporation the title compound as a pale oil that