Ammonia → HCID 11062644, compound

Participants

Reaction Steps

2-Butynyl methanesulfonate (18.7 g, 126 mol) and benzaldehyde (17.8 g, 168 mmol) were dissolved in 64 g of toluene and an aqueous 28% ammonia solution (68.1 g, 1.12 mol) was added dropwise at 23° C. over 3.5 hours to the solution, followed by stirring at the same temperature for 6 hours. After separating, the resulting organic phase was washed with water and concentrated to obtain 24.3 g of a crude product containing 17.4 g (yield: 88%) of N-benzylidene-2-butynylamine. To obtain 10.6 g (purity: 98%) of N-benzylidene-2-butynylamine, 17.3 g of this crude product was distilled off.

Provenance & Evidence