Potassium Iodide → 4-[Bis(4-fluorophenyl)hydroxymethyl]-1-piperidineoctanoic acid ethyl ester

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Reaction Steps

This compound was prepared according to the procedure used in Example 7. A mixture of 4.6 g (0.015 mole) of α,α-bis(4-fluorophenyl)-4-piperidinemethanol, 3.8 g (0.015 mole) of ethyl 8-bromooctanoate, 6.4 g (0.061 mole) of anhydrous sodium carbonate and 0.3 g (0.002 mole) of potassium iodide in 50 ml of N,N-dimethylformamide gave 6.7 g of a dark oil. The oil was purified by high pressure liquid chromatography (Waters Associates Prep LC/System 500A; PrepPAK® 500/silica; ethyl acetate-hexane 2:1; flow rate 150 ml/min). The fractions containing the desired product were combined and concentrated under reduced pressure to yield 4.3 g (72%) of the title compound as a viscous, yellow oil.

Provenance & Evidence