Hydrochloric Acid → HCID 117666646, compound

Participants

Reaction Steps

In 60 g of methylene chloride were dissolved 16 g of benzyltrimethylammonium 1,1-difluoro-2-hydroxyethanesulfonate which had been prepared with reference to the synthesis of triphenylsulfonium 1,1-difluoro-2-hydroxyethanesulfonate described in JP-A 2009-258695 (U.S. Pat. No. 8,114,570), 7.6 g of triethylamine, and 0.6 g of 4-dimethylaminopyridine. Under ice cooling, a mixture of 8.5 g chlorobutyryl chloride and 20 g methylene chloride was added dropwise to this solution, followed by 4 hours of stirring. At the end of stirring, 50 g of 5 wt % dilute hydrochloric acid was added to quench the reaction. The organic layer was separated, washed with water, and concentrated in vacuum. To the concentrate, 100 g of MIBK was added. This was concentrated in vacuum again. The residue was washed with diisopropyl ether, obtaining 15 g of the target compound, benzyltrimethylammonium 2-(3-chloropropyl)-1,1-difluoroethanesulfonate as oily matter. Yield 74%.

Provenance & Evidence