Hydrochloric Acid → HCID 22460281, compound

Participants

Reaction Steps

The cyclohexylsulfonyl(4-acetyloxyphenylsulfonyl)methane in Synthesis Example 12, 5 g (0.014 mol), was dispersed in 100 g of dichloromethane. To the dispersion was added 2.3 g (0.015 mol) of p-toluenesulfonylazide. With stirring under ice cooling, 2.9 g (0.015 mol) of DBU was added to the dispersion, and after 10 minutes, 55 g of a 0.2N aqueous hydrochloric acid was added to stop reaction. The organic layer was separated and washed with 50 g of water. The organic layer was concentrated and 6 g of the residue was purified by silica gel column chromatography using dichloromethane as an elute. The thus obtained oily product was combined with 20 g of hexane for crystallization, followed by filtration and vacuum drying. There was obtained 2 g (yield 34%) of fine yellow crystals.

Provenance & Evidence