Dimethylamine → HCID 59857257, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (2S,5R)-2-(chloromethyl)-5-methyl-4-benzylmorpholine (1 equivalent) and dimethylamine in ethanol (33%, approx. 5.6 M, 5 equivalents) was heated at 150° C. over 2 days in a glass pressure vessel. The reaction mixture was cooled to room temperature and concentrated under reduced pressure. The residue was dissolved in 1 N HCl, and the solution was washed with CH2Cl2. The water phase was made basic with 30% NaOH solution (to pH=12) and extracted with CH2Cl2. The organic extracts were collected and dried (Na2SO4). Evaporation of the solvent under reduced pressure afforded (2S,5R)-2-[dimethylamino(methyl)]-5-methyl-4-benzylmorpholine as a brown oil which was used in the next step without purification. GC/MS: 247 (2%, M-H), 204 (55%, M-NMe2), Rt 15.5 minutes; LC/MS m/z 249.2 (MH+), Rt 0.72 minutes.

Provenance & Evidence