Chloromethyl Methyl Ether → HCID 21055334, compound

Participants

Reaction Steps

2.47 g (0.012 mol) of 2-(S)-methyl-3-(2-hydroxyphenylthio)propan-1-ol (XXh), 25 ml of dichloromethane, 12.5 ml (0.024 mol) of an aqueous sodium hydroxide solution (2N), 0.55 ml (0.0012 mol) of Aliquat 336 and 0.9 ml (0.012 mol) of chloromethyl methyl ether are introduced into a 100 ml round-bottomed flask. The mixture is stirred at ambient temperature for 24 hours and then the phases are separated. The organic phase is washed successively with an aqueous hydrochloric acid solution (1N), an aqueous sodium hydroxide solution (1N), water and brine and then dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue is purified by flash chromatography on silica gel (eluent: dichloromethane/acetone=96:4). 1.1 g (0.0045 mol) of the title compound (XXIa) are recovered in the form of a white oil.

Provenance & Evidence