Methanesulfonyl chloride → HCID 15598427, compound

Participants

Reaction Conditions

Reaction Steps

15 g (0.05 mole) of dibenzo[b,f]thiepine-10,11-diethanol are dissolved at room temperature in 60 ml of pyridine and the solution is treated dropwise in an ice-sodium chloride bath, at a reaction temperature of -5° C., with 8.4 ml (12.6 g, 0.11 mole) of methanesulphonyl chloride. The reaction mixture is subsequently stirred for 30 minutes at 0° C. and then for 1 hour at 15°-25° C. Together with 500 ml of methylene chloride the reaction mixture is then extracted in a separating funnel in succession with 400 ml of 2N hydrochloric acid and 400 ml of water. The methylene chloride solution is separated, dried over magnesium sulphate, and concentrated in a water jet vacuum to give as residue 10,11-bis-[2-(methylsulphonyloxy)-ethyl]-dibenzo[b,f]thiepine with a melting point of 107°-108° C.

Provenance & Evidence