Chloride → HCID 20343975, compound

Participants

Reaction Steps

A mixture of 2 g of 1-acetyl-4-(2-phenylthiophenyl)-piperidine-4-carbonyl chloride, Example 16, in 50 ml of absolute ethyl alcohol saturated with anhydrous chloride is stirred at reflux for 64 hours. Thereafter, the excess acid and alcohol is removed under reduced pressure, leaving a clear, glassy residue. The residue is dissolved in 30 ml of water and the aqueous solution is extracted with ethyl acetate. The aqueous solution is basified with potassium carbonate, liberating an oil. The oil is dissolved in ether and the ethereal solution is dried before concentrating to dryness, leaving a brownish oil. The oil, in ether, is converted to its oxalic acid salt which is recrystallized from a methyl alcohol-acetone-ether mixture to provide 4-ethoxycarbonyl-4-(2-phenylthiophenyl)-piperidine oxalate.

Provenance & Evidence