Reaktion #44171

Reaktionsgleichung

Methanesulfonyl chloride

2-(3-iodophenyl)ethanol

diisopropylethylamine

→

title compound

Ausbeute 45.0%

2-(3-Iodophenyl)ethyl methanesulfonate

Ausbeute 45.0%

Lösungsmittel

dichloromethane

ammonium chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with dichloromethane
2. 2
   Waschenwashed with aqueous sodium hydrogencarbonate solution, brine
3. 3
   Trocknendried over sodium sulfate
4. 4
   Einengenconcentrated under reduced pressure
5. 5
   SonstigeThe crude was purified

Vorschrift

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).

Quelle