Oxalic Acid → 1-[4-[3-[4-[Bis(4-methoxyphenyl)hydroxymethyl]-1-piperidinyl]propoxy]-3-methoxyphenyl]ethanone oxalate

Participants

Reaction Steps

This compound was prepared according to the procedure used to synthesize the compound of Example 1. A mixture of 3.2 g (0.01 mole) of α,α-bis(4-methoxypenyl)-4-piperidinemethanol, 2.4 g (0.01 mole) of 1-[4-(3-chloropropoxy)-3-methoxyphenyl]ethanone, 3.7 g (0.035 mole) of anhydrous sodium carbonate and 0.4 g of potassium iodide in 100 ml of 1-butanol gave a gum as residue. The gum was purified by columm chromatography on 100 g of Florisil®. Fractions eluted with 5-40% acetone in benzene were combined and concentrated under reduced pressure to give a brown glass as residue. The glass was converted to the oxalic acid salt. The solid was recrystallized from absolute ethanol yield 3.3 g (53%) of the title compound as a white solid, mp 139°-142° C. with decomposition.

Provenance & Evidence