Dimethylamine → HCID 15055764, compound

Participants

Reaction Steps

To a stirred solution of dimethylamine (30 mL, 0.45 mol) in methanol (150 mL) at 0° C. under nitrogen were added 2-chloro-N-methyl-N-(2,3-dihydro-2-phenyl-1H-inden-2-yl)acetamide (8.0 g, 0.027 mol) and chloroform (110 mL). The mixture was stirred at ambient temperature for 60 hours. The solvents were evaporated, the residue was dissolved in chloroform (250 mL) and 5% NaOH (250 mL), and the phases were separated. The aqueous phase was extracted with chloroform (3×200 mL). The combined chloroform extracts were washed with brine (200 mL), dried over magnesium sulfate and the solvent evaporated. The residual solid (8.1 g) was dissolved in ethanol (175 mL) and acidified with HCl gas. The solid which formed was collected by filtration and vacuum dried at 65° C. for 48 hours to provide 8.0 g of N-(2,3-dihydro-2-phenyl-1H-inden-2-yl)-N-methyl-2(dimethylamino)acetamide, mp 244°-245° C.

Provenance & Evidence