Dichloromethane → HCID 70066037, compound

Participants

Reaction Steps

To a solution of 5.70 g (17.0 mmol) of (2R)-(+)-2-hydroxymethyl-1-[4'-methoxyphenyl (2-tetrahydropyranyloxy)ethyl]pyrrolidine and 4.74 ml of triethylamine (40.0 mmol) in dichloromethane (100 ml) was added 2.37 ml (30.6 mmol) of methanesulfonylchloride and the mixture was stirred at room temperature for 16 hours. The mixture was diluted with dichloromethane and the solution was washed with water and saturated aqueous sodium chloride, dried over anhydrous sodium sulfate, and concentrated in vacuo. The residue was purified by silicagel column chromatography ((ethyl acetate)) to give 5.01 g (80%) of (3S)-(-)-3-chloro-[4-methoxyphenyl(2-tetrahydropyranyl)ethyl]piperidine as yellow oil.

Provenance & Evidence