반응 #6022

반응 방정식

4-bromomethylbenzoic acid

borane THF

→

title compound

수율 94.8%

4-(bromomethyl)benzylalcohol

수율 94.8%

용매

THF

반응 조건

후처리

1. 1
   기타The ice bath was removed
2. 2
   온도to warm to room temperature
3. 3
   기타The excess borane was quenched with MeOH
4. 4
   농축with water, and the reaction mixture was concentrated in vacuo
5. 5
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
6. 6
   세척washed with 4% HCl, water NaHCO3, brine
7. 7
   건조dried (MgSO4)
8. 8
   여과filtered
9. 9
   농축concentrated in vacuo

실험 절차

A suspension of 4-bromomethylbenzoic acid (5.04; 23.3 mmol) in THF (30 ml) was cooled to 0° C. and treated with borane/THF (35 mmol). The ice bath was removed and the mixture was allowed to warm to room temperature and stirred for 1.5 hours. The excess borane was quenched with MeOH, and then with water, and the reaction mixture was concentrated in vacuo. The residue was dissolved in ethyl acetate and washed with 4% HCl, water NaHCO3, brine, dried (MgSO4), filtered, concentrated in vacuo to afford 4.44 g (94%) of the title compound.

출처