Potassium Iodide → Diisopropyl Ether

Participants

Reaction Steps

A mixture of 6.8 parts of 5-chloro-1,3-dihydro-3-(phenylmethyl)-1-(4-piperidinyl)-2H-benzimidazol-2-one, 6.4 parts of sodium carbonate, 0.1 parts of potassium iodide and 200 parts of 4-methyl-2-pentanone is stirred and refluxed for 30 minutes with water-separator. After cooling, 7 parts of 1-chloro-4,4-bis(4-fluorophenyl)butane are added and stirring at reflux temperature is continued overnight. The reaction mixture is cooled, water is added and the layers are separated. The organic phase is dried, filtered and evaporated. The oily residue is crystallized twice: first from 2,2'-oxybispropane and then from 2-propanol, yielding 5-chloro-1-{1-[4,4-bis(4-fluorophenyl)butyl]-4-piperidinyl}-1,3-dihydro-3-(phenylmethyl)-2H-benzimidazol-2-one; mp. 141.5° C.

Provenance & Evidence