反应详情

Propargylamine (0.80 mL) and triethylamine (1.67 mL) were added simultaneously to a solution of 2-naphthoyl chloride (2.22 g) in dichloromethane (25 mL) cooled in an ice bath. The mixture was held at 0° C. for 1 hour and allowed to warm to room temperature over 3 hours. The solution was diluted with ethyl acetate, washed in turn with water, 1N hydrochloric acid, 1N sodium hydroxide, and saturated brine. Evaporation of the dried (K2CO3) organic layer gave a residue which was crystallized from dichloromethanehexane to give 2.06 g of N-(2-propynyl)-2-naphthalenecarboxamide, mp 163°-165° C.

1. temperaturecooled in an ice bath
2. washwashed in turn with water, 1N hydrochloric acid, 1N sodium hydroxide, and saturated brine
3. customEvaporation of the
4. dry with materialdried (K2CO3) organic layer
5. customgave a residue which
6. customwas crystallized from dichloromethanehexane