Hydrochloric Acid → N-hydroxymethyl-n-octadecenyl succinimide

Participants

Reaction Conditions

Reaction Steps

In a reaction vessel was placed 1 liter of heptane and 550 gms of octadecenyl succinimide. The mixture was heated to 70° C. with stirring and a mixture of 137 gms of 36% aqueous formaldehyde and 22 gms of sodium bicarbonate was added. This mixture was stirred at reflux for 4 hours. Then 300 ml of water was added and the mixture neutralized with hydrochloric acid. The aqueous layer was separated and removed, then 500 ml butanol was added to the organic layer and the mixture washed with hot water. The organic layer was separated and heptane, butanol and residual water distilled off leaving as the product N-hydroxymethyl-n-octadecenyl succinimide.

Provenance & Evidence