Dimethylamine → HCID 20223266, compound

Participants

Reaction Steps

A 250 ml hydrogenation flask was charged with 50g (0.3 mole ) of 3-(4-methyl-3-cyclohexenyl)butyraldehyde, 15g (0.33 mole) of dimethylamine, 0.5 of platinum oxide and 80 ml of 95% ethanol. Cooling was required to control the initial exotherm. The reaction mixture was then shaken at ambient temperature under 20-40 lbs. of hydrogen until 0.3 mole of hydrogen was consumed. The mixture ws filtered and concentrated, and the residue was distilled yielding 38.4g of pure N,N-dimethyl-N-[3-(4-methyl-3-cyclohexenyl)butyl]amine: bp 95-101 (0.4mm); ir (τ max. film) 3.5 (s), 6.9 (s), 7.3 (s), 12.5 (m) micron; nmr (8 CDCl3), 5.40 (m, 1H), 2.28 (s, 8H), 2.0 to 0.8 (m, 16H) ppm; ms (molecular ion) 195.

Provenance & Evidence