4-(Bromomethyl)benzoic acid → 4-(Bromomethyl)benzyl alcohol
반응식
[Br:1][CH2:2][C:3]1[CH:11]=[CH:10][C:6]([C:7](O)=[O:8])=[CH:5][CH:4]=1.B.C1COCC1>C1COCC1>[Br:1][CH2:2][C:3]1[CH:11]=[CH:10][C:6]([CH2:7][OH:8])=[CH:5][CH:4]=1참가 물질
4
반응 조건
- 온도
- 0 °C
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.
후처리
- customThe ice bath was removed
- temperatureto warm to room temperature
- customThe excess borane was quenched with MeOH
- concentrationwith water, and the reaction mixture was concentrated in vacuo
- dissolutionThe residue was dissolved in ethyl acetate
- washwashed with 4% HCl, water NaHCO3, brine
- dry with materialdried (MgSO4)
- filtrationfiltered
- concentrationconcentrated in vacuo
출처 및 근거
- ORD 기록
- ord-64a0c4283173496db827ea2c2506a2c6
- 출처 데이터셋
- uspto-grants-1993_09
- 특허 번호
- US05246944
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