反応 #44171

反応方程式

Methanesulfonyl chloride

2-(3-iodophenyl)ethanol

diisopropylethylamine

→

title compound

収率 45.0%

2-(3-Iodophenyl)ethyl methanesulfonate

収率 45.0%

溶媒

dichloromethane

ammonium chloride

反応条件

後処理

1. 1
   抽出extracted with dichloromethane
2. 2
   洗浄washed with aqueous sodium hydrogencarbonate solution, brine
3. 3
   乾燥dried over sodium sulfate
4. 4
   濃縮concentrated under reduced pressure
5. 5
   その他The crude was purified

実験手順

Methanesulfonyl chloride (1.5 mL, 1.2 eq.) was added dropwise to a stirred solution of 2-(3-iodophenyl)ethanol (3.6 g) in dichloromethane (100 mL) and diisopropylethylamine (3.8 mL, 1.5 equiv.) at 0° C. The solution was warmed to room temperature and stirred for 18 h. The reaction mixture was diluted with aqueous ammonium chloride solution and extracted with dichloromethane. The organic layers were combined, washed with aqueous sodium hydrogencarbonate solution, brine, dried over sodium sulfate and concentrated under reduced pressure. The crude was purified using column chromatography (SiO2 cartridge) using DCM-cyclohexane (70:30) to afford the title compound (3.2 g, 45% yield).

出典