反应 #44170

反应方程式

borane

(3-iodophenyl)acetic acid

ammonium chloride

→

title compound

收率 92.4%

2-(3-Iodophenyl)ethanol

收率 92.4%

溶剂

THF

反应条件

后处理

1. 1
   温度cooled to 0 C
2. 2
   workup.STIRRINGstirred for a further 3 h
3. 3
   萃取extracted with ethyl acetate
4. 4
   洗涤The combined organic phases were washed with brine
5. 5
   干燥dried (sodium sulfate)
6. 6
   浓缩concentrated
7. 7
   其他The crude was purified by column chromatography (SPE cartridge, SiO2)

实验过程

A solution of borane (1M, THF, 2.5 eq., 38.2 mL) was added dropwise to a stirred solution of (3-iodophenyl)acetic acid (4.0 g) in THF (100 mL) cooled to 0 C. The resulting mixture was stirred at 0 C for 1 h then warmed to room temperature and stirred for a further 3 h. The mixture was poured into aqueous ammonium chloride solution and extracted with ethyl acetate. The combined organic phases were washed with brine, dried (sodium sulfate) and concentrated. The crude was purified by column chromatography (SPE cartridge, SiO2), using cyclohexane-ethyl acetate (70:30) as eluent to afford the title compound (3.5 g, 92% yield).

来源