tert-Butoxy bis(dimethylamino)methane → HCID 54555844, compound

Participants

Reaction Steps

A mixture of 1.89 g of 1,2,3,4-tetrahydro-1-[(2-methylphenyl)sulfonyl]-5H-1-benzazepin-5-one and 2.47 ml of tert-butoxy-bis(dimethylamino)methane (Bredericks reagent) in 10 ml of dichloromethane is heated under argon on a steam bath for 16 hours. The mixture is concentrated to dryness under vacuum and the residue dissolved in CH2Cl2. The solution is filtered through a thin pad of hydrous magnesium silicate and the pad washed with 5% ethyl acetate in CH2Cl2. The filtrate is concentrated to dryness and the residue (1.96 g) crystallized from CH2Cl2 -hexane to give 0.85 g of crystals, m.p. 180°-185° C. A second crop of crystals (0.85 g) is recovered from the mother liquors and an additional 0.30 g is recovered from washing the pad of hydrous magnesium silicate with ethyl acetate.

Provenance & Evidence