反应 #1687649

反应方程式

trans-4-(trans-4-ethylcyclohexyl)cyclohexane carboaldehyde

tribromofluoromethane

triphenyl phosphine

→

trans-4-(trans-4-ethylcyclohexyl)cyclohexyl-2-fluoro-2-bromoethene

溶剂

tetrahydrofuran

ethylene glycol dimethyl ether

反应条件

后处理

1. 1
   温度The reaction solution was cooled with ice
2. 2
   其他were removed by filtration
3. 3
   workup.ADDITIONDilute hydrochloric acid was added to the filtrate, and it
4. 4
   萃取was extracted with toluene
5. 5
   洗涤After the organic layer was washed with water, it
6. 6
   其他was dried
7. 7
   浓缩concentrated under a reduced pressure
8. 8
   其他to obtain a brown oily product
9. 9
   其他After this product was purified
10. 10
    其他was recrystallized from heptane

实验过程

A solution of tribromofluoromethane and triphenyl phosphine in ethylene glycol dimethyl ether was stirred at 70° C. for 1 hour. The reaction solution was cooled with ice, and a solution of trans-4-(trans-4-ethylcyclohexyl)cyclohexane carboaldehyde in tetrahydrofuran was added thereto. After the reaction solution was further stirred for 1 hour, the temperature of the solution was gradually raised up to room temperature, and insoluble substances were removed by filtration. Dilute hydrochloric acid was added to the filtrate, and it was extracted with toluene. After the organic layer was washed with water, it was dried by using anhydrous magnesium sulfate, and concentrated under a reduced pressure to obtain a brown oily product. After this product was purified by using a silica gel column chromatography, it was recrystallized from heptane to obtain trans-4-(trans-4-ethylcyclohexyl)cyclohexyl-2-fluoro-2-bromoethene.

来源