HRID328325

反应详情

EQUATION

反应方程式

HRID 328325 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

3

CONDITIONS

反应条件

温度
80 °C

PROCEDURE

实验过程

A mixture of 25 parts of benzyl cyanide, 35 parts of 3-bromopyridine and 220 parts of dry toluene is heated to 80° C with stirring. Then, 19 parts of sodamide is added portionwise over a period of 1 hour while the temperature is maintained at 80°-85° C with some cooling. The resultant mixture is heated to 105° C and a solution of 56 parts of 2-(2-chloroethyl)-2-azabicyclo[2. 2. 2]octane in 220 parts of dry toluene is added portionwise. The mixture is then heated at 105°-110° for an additional 3 hours before it is cooled and 250 parts of water are added. The organic layer is separated and dried and the solvent is evaporated to leave a residue which is dissolved in ether and filtered. The ether solvent is evaporated from the filtrate and the residual oil is distilled under reduced pressure to provide 2-phenyl-2-(3-pyridyl)-4-(2-azabicyclo[2. 2. 2]oct-2-yl)butyronitrile. Alternately α-phenyl-3-pyridylacetonitrile (U.S. Pat. No. 3,225,054) is reacted with 2-(2-chloroethyl)-2-azabicyclo[2. 2. 2]octane directly.

WORKUP

后处理

  1. temperatureis maintained at 80°-85° C with some cooling
  2. temperatureThe mixture is then heated at 105°-110° for an additional 3 hours before it
  3. temperatureis cooled
  4. customThe organic layer is separated
  5. customdried
  6. customthe solvent is evaporated
  7. customto leave a residue which
  8. filtrationfiltered
  9. customThe ether solvent is evaporated from the filtrate
  10. distillationthe residual oil is distilled under reduced pressure