Formaldehyde → (E)-5-Dimethylamino-1-phenyl-pent-1-en-3-one; hydrochloride

Participants

Reaction Steps

trans-4-Phenyl-3-buten-2-one (14.6 g, 0.1 mole), dimethylamine hydrochloride (9.0 g, 0.1 mole) and paraformaldehyde (5.8 g, 0.2 mole) are heated at reflux in 150 ml of absolute ethanol for 3 hours. The reaction mixture is concentrated in vacuo, then washed with ether. Addition of ethyl acetate causes crystallization. The product is recrystallized from acetonitrile to yield 6.9 g, m.p. 150°-154° C.

Provenance & Evidence