Methanol → N-(3-Chloropropyl)-N,N-dimethyl-1-dodecanaminium bromide

Participants

Reaction Conditions

Reaction Steps

A 2 L 3-neck round-bottom flask equipped with an air condenser and a magnetic stirrer was charged with N,N-dimethyldodecylamine (297.24 g), 1-bromo-3-chloropropane (220.44 g) and methanol (250 mL). The reaction was maintained at 65° C. for 24 hours. Methanol was removed by rotary evaporation under reduced pressure to yield a brown sludge. To the sludge was added methyl-tert-butylether (2 liters) causing a white solid to form. The mixture was stirred for two hours and a semi-crystalline, white particulate was collected by vacuum filtration. The particulate was dried in a vacuum oven at 35° C. for 24 hours. Yield 228.2 grams (0.61 moles, 44%). (4-Chlorobutyl)dodecyldimethylammonium bromide and (6-chlorohexyl)dodecyldimethylammonium bromide can be prepared by a similar process using the appropriate bromochloroalkane and dodecyldimethylamine.

Provenance & Evidence