Sulfuric Acid → HCID 54028995, compound

Participants

Reaction Steps

To 80 g (0.8 mole) 97% sulfuric acid was slowly added over a period of 1/2 hour with stirring, a mixture of 12 g acetonitrile and 34 g 1-dodecene, the temperature being maintained at 25°-30° C. with an ice-bath. The reaction mixture was stirred and cooled for an additional 2 hours, until no more heat evolved. The reaction mixture was stirred at room temperature for an additional 21/2 hours and then poured into 200 ml ice water and allowed to separate in a separatory funnel. The top layer was again poured into 200 ml ice water, neutralized with about 45 g sodium carbonate, extracted with ether, dried over Na2SO4 and evaporated in vacuum to 39.6 g of a yellow oil. Kugelrohr distillation gave 34 g of N-β-dodecylacetamide boiling at 120°-160° C. (50μ) and having a m.p. of 41°-49° C. Analysis of the end product showed that less than 2% of the product had hydrolyzed to amine.

Provenance & Evidence