反应 #1269906
ord-5827c30ac5f64dc4b3dfde3a6a4f2c04
反应方程式
2′-bromoacetophenone
NaBH4
→
(RS)-1-(2-bromo-phenyl)-ethanol
收率 99.0%
溶剂
反应条件
详细条件
See reaction.notes.procedure_details.
后处理
- 1其他then quenched by addition of water. HCl 5 N
- 2workup.ADDITIONwas added until pH 6-7
- 3其他MeOH was evaporated
- 4workup.DISSOLUTIONThe residue was dissolved in ether
- 5洗涤washed once with water, once with brine
- 6干燥The organic phase was dried over Na2SO4
- 7浓缩concentrated in vacuo
- 8其他The residue was chromatographed on silica gel (eluent: heptane: ethylacetate 1:1)
实验过程
To a solution of 2′-bromoacetophenone (15 g, 74.6 mmol) in 150 ml MeOH under argon at room temperature was added NaBH4 (4.23 g, 0.11 mol). The reaction mixture was stirred at room temperature for 24 h then quenched by addition of water. HCl 5 N was added until pH 6-7. MeOH was evaporated. The residue was dissolved in ether and washed once with water, once with brine. The organic phase was dried over Na2SO4 and concentrated in vacuo. The residue was chromatographed on silica gel (eluent: heptane: ethylacetate 1:1) to yield 14.8 g (99%) of (RS)-1-(2-bromo-phenyl)-ethanol as a colorless oil.