Triethylamine → HCID 58610201, compound

Participants

Reaction Steps

Methanesulphonyl chloride (1.01 g, 8.9 mmol) was added dropwise over 5 min to a stirred solution of (R)-[3-fluorophenyl][(2S)-4-benzylmorpholin-2-yl]methanol hydrochloride and (S)-[3-fluorophenyl][(2R)-4-benzylmorpholin-2-yl]methanol hydrochloride (1.50 g, 4.44 mmol) and triethylamine (1.79 g, 17.8 mmol) in dry dichloromethane (30 ml) at room temperature under nitrogen atmosphere. After 1 h, water (30 ml) was added, stirred vigorously and then the dichloromethane layer separated. The solution was dried over sodium sulphate, filtered and evaporated to a colourless oil. The oil was purified by chromatography on silica eluting with diethyl ether:hexane 3:1 to give (R)-[3-fluorophenyl][(2S)4-benzylmorpholin-2-yl]methyl methanesulphonate and (S)-[3-fluorophenyl][(2R)-4-benzylmorpholin-2-yl]methyl methanesulphonate as a colourless oil (1.51 g, 90%)

Provenance & Evidence