Sodium Hydroxide → HCID 86746671, compound

Participants

Reaction Steps

A mixture of 7.85 g (0.0188 mol) of α-(4-fluorophenyl)-N-[(4-fluorophenyl)methyl]-1-(2-phenylethyl)-4-piperidinemethanimine and 1.30 g (0.034 mol) of lithium aluminum hydride in 200 mL of dry THF (distilled from sodium-benzophenone ketyl) and under an atmosphere of nitrogen was stirred at room temp for 14 h. A solution of 5% NaOH was added dropwise to the mixture and 20 mL of water was added. Methylene chloride was added and the mixture was filtered through Celite. The filtrate was extracted with water and was dried (Na2SO4). The solvent was removed in vacuo to give an oil. This was dissolved in methanol, treated with 4.41 g (0.038 mol) of fumaric acid, and anhydrous ether was added. A precipitate formed to give 7.45 g (65.4%) of the title compound as a white solid, mp 177°-179° C.

Provenance & Evidence