Sodium Bicarbonate → HCID 22111019, compound

Participants

Reaction Steps

To a solution of tert-butyl [2-[[4-[2-[(diphenylmethyl)amino]ethyl]-1-piperidinyl]methyl]-2,3-dihydro-2,4,6,7-tetramethylbenzofuran-5-yl]carbamate (1.6 g) in ethanol (3 mL) was added 10 mL of 4N-HCl/ethanol and the mixture was stirred at room temperature for 15 hours. This reaction mixture was made basic with aqueous sodium hydrogen carbonate solution and extracted with ethyl acetate. The extract was washed with saturated aqueous NaCl and dried over MgSO4. The solvent was then distilled off under reduced pressure to provide 1.3 g of 1-[(5-amino-2,3-dihydro-2,4,6,7-tetramethylbenzofuran-2-yl)methyl]-N-(diphenylmethyl)-4-piperidineethylamine. Yield 97%. This product was treated with 4N-HCl solution in ethanol and the resulting trihydrochloride was recrystallized from ethanol/diethyl ether to provide 1.3 g of the title compound. Yield 76%.

Provenance & Evidence