4-(Bromomethyl)benzoic acid → 4-(Bromomethyl)benzyl alcohol
反応式
[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]=1参加物
4
反応条件
- 温度
- 0 °C
実験手順
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.
後処理
- 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
出典と根拠
- ORDレコード
- ord-64a0c4283173496db827ea2c2506a2c6
- 出典データセット
- uspto-grants-1993_09
- 特許番号
- US05246944
反応ノート
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