Isobutylamine → 2-Chloro-N-isobutylacetamide

Participants

Reaction Steps

Chloroacetyl chloride (ex. Aldrich) (50 g) was added dropwise, with stirring, to isobutylamine (ex. Aldrich) (70 ml) in dry ether (250 ml) at 0° C. When the mixture had reached room temperature it was worked up in conventional fashion to give N-isobutyl 2-chloroacetamide. The latter (20 g) was heated for 3 hours at 120° C. with triethylphosphite (23 g). The mixture was subjected to distillation in vacuo to give N-isobutyl diethylphosphono acetamide (22.5 g, bp. 140°-142.5° C. at 0.1 mm).

Provenance & Evidence