Methylamine → HCID 20283264, compound

Participants

Reaction Steps

To a stirred solution of monomethylamine (200 ml) and methanol (1 liter) maintained under nitrogen and cooled in an ice bath was added a solution of 1-chloromethyl-4-phenylisoquinoline (24.3 g, 0.093 m) in methanol (100 ml) and the mixture allowed to warm to ambient temperature and stirred for 3 days. The solvents were evaporated and the dark oily residue dissolved in methanol (50 ml) and isopropanol and acidified with HCl gas. Upon cooling and standing, a white solid crystallized which was collected by filtration and dried to give 16.3 g 1-methylaminomethyl-4-phenylisoquinoline hydrochloride, m.p. 212°-213°. An analytical sample, recrystallized from methanol/ethanol, had m.p. 215°-216°.

Provenance & Evidence