HRID606737

反应详情

EQUATION

反应方程式

HRID 606737 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

3

CONDITIONS

反应条件

温度
90 °C

PROCEDURE

实验过程

A solution of 4-(1-bromo-1-phenyl-methylene)-piperidine-1-carboxylic acid tert-butyl ester (0.205 g, 0.58 mmol) and 2-(tri-n-butylstannyl)thiazole (0.239 g, 0.64 mmol) in 6 mL of dry DMF was degassed with a stream of Ar bubbles for 10 min. To this solution was added (Ph3P)4Pd (0.067 g, 10 mol %) and CuI (0.011 g, 10 mol %), and then the reaction vessel was sealed and heated at 90° C. for 18 h. The cooled mixture was concentrated and then it was partitioned with EtOAc-water. The organic phase was washed (brine), dried (MgSO4) and evaporated. Flash chromatography of the residue (SiO2/hexane-EtOAc, 3:2) afforded the title compound (0.195 g, 94%) as a yellow solid:

WORKUP

后处理

  1. customthe reaction vessel was sealed
  2. concentrationThe cooled mixture was concentrated
  3. customit was partitioned with EtOAc-water
  4. washThe organic phase was washed (brine)
  5. dry with materialdried (MgSO4)
  6. customevaporated