反应 #1702141

反应方程式

3-(3-Nitrophenyl)propanoic acid

borane

→

desired product

收率 99.3%

3-(3-Nitrophenyl)propan-1-ol

收率 99.3%

溶剂

tetrahydrofuran

tetrahydrofuran

反应条件

后处理

1. 1
   温度cooled in an ice bath
2. 2
   其他quenched slowly with ice water
3. 3
   workup.ADDITIONfollowed by an addition of ether (40 mL)
4. 4
   洗涤The ether layer was washed with water and saturated aqueous solution of NaHCO3 successively
5. 5
   其他dried
6. 6
   浓缩concentrated

实验过程

3-(3-Nitrophenyl)propanoic acid (3.0 g, 15 mmol) was dissolved in dry tetrahydrofuran (7.6 mL) in a flame-dried flask and cooled in an ice bath. A solution of borane in tetrahydrofuran (20 mL, 20 mmol, 1.0 M) was added dropwise over a period of 30 minutes. The reaction mixture was stirred for an additional 2 hours at rt, then quenched slowly with ice water, and followed by an addition of ether (40 mL). The ether layer was washed with water and saturated aqueous solution of NaHCO3 successively, dried, and concentrated to give the desired product as a yellow gel (2.7 g, 97%).

来源