تفاعل #6022

معادلة التفاعل

4-bromomethylbenzoic acid

borane THF

→

title compound

المردود 94.8%

4-(bromomethyl)benzylalcohol

المردود 94.8%

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   أخرىThe ice bath was removed
2. 2
   درجة الحرارةto warm to room temperature
3. 3
   أخرىThe excess borane was quenched with MeOH
4. 4
   تركيزwith water, and the reaction mixture was concentrated in vacuo
5. 5
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
6. 6
   غسيلwashed with 4% HCl, water NaHCO3, brine
7. 7
   تجفيفdried (MgSO4)
8. 8
   ترشيحfiltered
9. 9
   تركيزconcentrated in vacuo

الإجراء التجريبي

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.

المصدر