反应 #468610

反应方程式

ethyl trans-4-(trifluoromethyl)cinnamate

diisobutyl aluminum hydride toluene

→

title compound

收率 96.0%

Trans-4-(trifluoromethyl) cinnamyl alcohol

收率 96.0%

溶剂

toluene

反应条件

后处理

1. 1
   workup.ADDITIONwere added to the solution
2. 2
   workup.STIRRINGthe mixture was stirred for 10 minutes
3. 3
   其他followed by removal of the insolubles by filtration
4. 4
   萃取The filtrate was extracted with ethyl acetate
5. 5
   其他after drying
6. 6
   workup.DISTILLATIONthe solvent was distilled off
7. 7
   其他to obtain a crystalline residue
8. 8
   其他The residue was recrystallized from a mixed solvent of benzene-hexane

实验过程

In 15 ml of toluene were dissolved 3.00 g (12.3 mmol) of ethyl trans-4-(trifluoromethyl)cinnamate, and 16.4 ml (24.6 mmol) of a 1.5M diisobutyl aluminum hydride-toluene solution were added to the solution with stirring at 0° C. After 20 minutes, ice-water was added to the reaction mixture and the mixture was stirred for 10 minutes, followed by removal of the insolubles by filtration using Celite. The filtrate was extracted with ethyl acetate and, after drying, the solvent was distilled off to obtain a crystalline residue. The residue was recrystallized from a mixed solvent of benzene-hexane to obtain 2.36 g (yield: 96%) of the title compound having a melting point of 53 to 55° C.

来源