Sodium borohydride → 1-(5-Bromo-2-chlorophenyl)ethanol
反応式
[BH4-].[Na+].[Br:3][C:4]1[CH:5]=[CH:6][C:7]([Cl:13])=[C:8]([C:10](=[O:12])[CH3:11])[CH:9]=1>CO>[Br:3][C:4]1[CH:5]=[CH:6][C:7]([Cl:13])=[C:8]([CH:10]([OH:12])[CH3:11])[CH:9]=1参加物
4
実験手順
Sodium borohydride (1.182 g, 51.4 mmol) was added to a stirred solution of 1-(5-bromo-2-chlorophenyl)ethanone (10 g, 42.8 mmol) in methanol at 0° C. The resulting bubbling white mixture was allowed to warm to ambient temperature and stirred for 2 h. The reaction mixture was quenched with acetone (50 mL) and concentrated by rotary evaporation. The residue was partitioned between ethyl acetate and water. The organic phase was dried and concentrated to yield the title compound (10 g, 99% yield) as a white solid: 1H NMR (CDCl3) δ 7.75 (d, 1H), 7.32 (m, 1H), 7.19 (m, 1H), 5.23 (q, 1H), 1.95 (d, 1H), 1.48 (d, 3H).
後処理
- customThe resulting bubbling white mixture
- customThe reaction mixture was quenched with acetone (50 mL)
- concentrationconcentrated by rotary evaporation
- customThe residue was partitioned between ethyl acetate and water
- customThe organic phase was dried
- concentrationconcentrated
出典と根拠
- ORDレコード
- ord-f66bb4034f54490aa9fd35a241ad41b3
- 出典データセット
- uspto-grants-2014_02
- 特許番号
- US08658791B2
反応ノート
読み込み中…