反応 #1687649

反応方程式

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

tribromofluoromethane

triphenyl phosphine

→

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

溶媒

tetrahydrofuran

ethylene glycol dimethyl ether

反応条件

後処理

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

実験手順

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.

出典