Dimethylamine → HCID 86149170, compound

Participants

Reaction Steps

Pyridine-hydrobromide-perbromide (48 g) was added to a solution of ethyl acetoacetate (19.4 g) in anhydrous methylene chloride (500 ml) at room temperature in 20 minutes. The mixture was stirred for 2 hours and then added dropwise to a solution of dimethylamine (48.8 g) in anhydrous methylene chloride (100 ml) at -15°-0° in 1 hr. The resulting mixture was cooled to -20° and ammonia was bubbled through the mixture under stirring for 1 hr and for 2 hr at room temperature. The reaction went to completion, by leaving the mixture overnight at about 5° C. After evaporation of the solvent the residue was treated with ether the solid was filtered off and the solution evaporated, to yield a brown oil, which was purified by column chromatography on silica gel to give the title compound (10.8 g) as an orange oil.

Provenance & Evidence