Hydrochloric Acid → HCID 70361446, compound

Participants

Reaction Steps

(-)-3-(3-hydroxyphenyl)-1-propylpiperidine hydrochloride (1.5 g, 5.86 mmol) was suspended in dry dichloromethane (15 ml). Decanoylchloride (1.2 g, 6.29 mmol) was dissolved in a mixture of dichloromethane (15 ml) and pyridine (0.5 g, 6.32 mmol). The solution was added to the suspension and the mixture was refluxed for 20 hours. The clear solution was cooled, washed with aqueous NaHCO3 and dried with Na2SO4. After evaporation the residual oil was dissolved in ether and precipitated as hydrochloride salt with one equivalent HCl in ether. The salt was recrystallized twice from acetone. Yield: 0.7 g (30%). M.p. 142°-144° C. [α]20D (C-1.8, MeOH)=-5.6° , MS (70 eV): m/z 373 (5%), 344 (100%), 190 (7%).

Provenance & Evidence