反応 #1667038

反応方程式

toluene

water

phenacyl bromide

toluene

1-pyrrolidino-1-cyclohexene

→

2-Phenacylcyclohexanone

反応条件

後処理

1. 1
   温度The mixture was heated
2. 2
   温度under reflux for 2 hours
3. 3
   workup.ADDITIONdiluted with 150 ml
4. 4
   温度cooled
5. 5
   その他The layers were separated
6. 6
   抽出the aqueous phase was extracted with ether
7. 7
   その他The organic solution was dried
8. 8
   濃縮concentrated to an oil
9. 9
   workup.DISTILLATIONDistillation
10. 10
    その他gave 42.1 g
11. 11
    その他Recrystallization from ether-petroleum ether
12. 12
    その他gave tan crystals, m.p. 44°-45°

実験手順

A solution of 60.9 g (0.31 mole) of phenacyl bromide in 150 ml. of toluene was added dropwise with stirring to a refluxing solution of 46.6 g. of 1-pyrrolidino-1-cyclohexene in 150 ml. of toluene. The mixture was heated under reflux for 2 hours, diluted with 150 ml. of water, refluxed for 3 hours and cooled. The layers were separated, and the aqueous phase was extracted with ether. The organic solution was dried and concentrated to an oil. Distillation gave 42.1 g. (64%) of orange liquid, b.p. 135°-141° (0.05 mm.), which solidified. Recrystallization from ether-petroleum ether gave tan crystals, m.p. 44°-45°.

出典