Hydrochloric Acid → HCID 178447986, compound

Participants

Reaction Steps

Methanesulfonyl chloride (15.0 mL) was added by titration under water-cooling conditions to dichloromethane solution (200 mL) of trans-4-(2-(trans-4-propylcyclohexyl)ethyl)cyclohexyl methanol (47.3 g), and then pyridine (17.0 mL) was also added by titration, with the temperature maintained. After being cooled down to room temperature, 4-(N,N-dimethylamino)pyridine (2.6 g) was added, and the resultant was stirred continuously at room temperature for 16 hours. After the reaction was halted by adding 3M hydrochloric acid to a reaction solution, an organic layer was separated and extracted from a water layer by using dichloromethane. The thus collected organic layer was washed by using 3M hydrochloric acid, water, a saturated sodium bicarbonate aqueous solution and brine in that order, and dried with anhydrous magnesium sulphate. Solvents were removed by distillation to obtain a slightly yellow solid. The thus obtained solid was purified by column chromatography (alumina, toluene) and also subjected to recrystallization (toluene/hexane), thereby obtaining a colourless scaly crystal of 51.5 g.

Provenance & Evidence