Oxalic Acid → HCID 20344002, compound

Participants

Reaction Steps

A mixture of 1.8 g of 4-ethylcarbonyl-4-(2-phenylthiophenyl)piperidine, free base of Example 11, 0.93 g of 2-chloromethyltetrahydrofuran, 1.6 g of sodium bicarbonate and 1.6 g of potassium iodide in 20 ml of dimethylformamide is stirred at 80°-85° C. for 16 hours. Thereafter, the mixture is permitted to cool before being diluted with 50 ml of water. The diluted mixture is extracted four times with 30 ml portions of ether and the combined ether extracts are washed with 25 ml saturated sodium chloride solution and then dried. The resulting oil product is chromatographed (alumina column, 10% methyl alcohol in ether eluant) to provide a purified product which, in ether, is converted to its oxalic acid salt. The salt is washed well with ether, dried under vacuum, recrystallized from a methanol-acetone-ether mixture and washed with ether to provide 4-ethylcarbonyl-4-(2-phenylthiophenyl)-1-(2-tetrahydrofurylmethyl)piperidine oxalate.

Provenance & Evidence