Potassium Iodide → 1-[4-[3-[4-[2,2-Bis(4-fluorophenyl)-2-hydroxyethyl]-1-piperidinyl]propoxy]-3-methoxyphenyl]ethanone fumarate hydrate

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Reaction Steps

A mixture of 4.52 g (0.0143 mole) of α,α-bis(4-fluorophenyl)-4-piperidineethanol, 3.75 g (0.0155 mole) of 3-(4-acetyl-2-methoxyphenoxy)-1-chloropropane, 4.1 g (0.049 mole) of sodium bicarbonate, and 0.20 g (0.0012 mole) of potassium iodide in 300 ml of 1-butanol was heated at reflux for 8 hr. The solvent was removed in vacuo, and the residue was partitioned between methylene chloride and dilute sodium hydroxide. The methylene chloride solution was treated with a small portion of activated charcoal and was dried over magnesium sulfate. The solvent was removed in vacuo to give the non-salt form of the title compound. This was converted to the fumarate salt and the salt was crystallized from methanol/ether to give 5.94 g (64.9%) of the title compound as a white, crystalline solid, mp 135°-136° C.

Provenance & Evidence