Hydrochloric Acid → 1-{N-{3-[2-(4-fluorophenyl)-1,3-dioxolan-2-yl]propyl}-N-methylaminoacetyl}-4-phenoxypiperidine oxalate

Participants

Reaction Steps

A suspension of 1.0 g (1.72 mmol) of 1-{N-{3-[2-(4-fluorophenyl)-1,3-dioxolan-2-yl]propyl}-N-methylaminoacetyl}-4-(3-chlorophenoxy)piperidine oxalate, 0.3 g of 5% palladium on carbon, 40 ml methanol and 0.02 ml of saturated methanolic hydrogen chloride was heated at 50° under 50 psi hydrogen for 4 hours and allowed to cool to room temperature. The mixture was filtered and the methanol evaporated. The residue was dissolved in ether, washed with saturated sodium carbonate and saturated sodium chloride, and dried over potassium carbonate. Filtration followed by evaporation of the solvent provided an oil. The oxalate was recrystallized from ethanol to provide 0.42 g (45%) of 1-{N-{3-[2-(4-fluorophenyl)-1,3-dioxolan-2-yl]propyl}-N-methylaminoacetyl}-4-phenoxypiperidine oxalate.

Provenance & Evidence