Sodium Iodide → HCID 86735143, compound

Participants

Reaction Steps

A mixture of 2.0 g of 4-(α-hydroxy-α-methyl-4-fluorobenzyl)-1,2,5,6-tetrahydropyridine, 2.5 g of 4'-fluoro-4-chlorobutyrophenone, 3.0 g of sodium carbonate, a crystal of sodium iodide, in 100 ml of 4-methyl-2-pentanone is stirred and refluxed for 72 hours. It is cooled, filtered, and the filtrate evaporated under reduced pressure. Diethyl ether is added to the residue and the resulting solution extracted with 5% aqueous hydrochloric acid. The aqueous solution is made basic with ammonium hydroxide and extracted with diethyl ether. The extract is dried, evaporated and the residue recrystallized from isopropanol, to give the 4'-fluoro-4-[4-(α-hydroxy-α-methyl-4-fluorobenzyl)-1,2,5,6-tetrahydropyridyl]-butyrophenone melting at 95°.

Provenance & Evidence