反応 #44170

反応方程式

borane

(3-iodophenyl)acetic acid

ammonium chloride

→

title compound

収率 92.4%

2-(3-Iodophenyl)ethanol

収率 92.4%

溶媒

THF

反応条件

後処理

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

実験手順

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).

出典