Hydrochloric Acid → HCID 9808461, compound

Participants

Reaction Steps

The Grignard reaction was started with magnesium (0.08 mol) and a few ml of a mixture of 4-bromobiphenyl (0.08 mol) in THF (150 ml). Then the rest of the mixture of 4-bromobiphenyl in THF was added dropwise. The resulting reaction mixture was stirred and refluxed for 1 hour and then cooled. 1-(2,4-dichlorophenyl)-3-[4-[2-(dimethylamino)ethyl]-1-piperidinyl]-1-propanone dihydrochloride (0.023 mol) dissolved in diethyl ether (50 ml) was added dropwise. The mixture was stirred and refluxed for 1 hour, then cooled, decomposed with NH4Cl 10% and stirred. A diluted aqueous HCl solution was added. The mixture was stirred for a while. The organic layer was separated, washed with H2O, dried and filtered. The filtrate was saturated with HCl/2-propanol. The precipitate was filtered off and crystallized from CH3OH and diethyl ether. The precipitate was filtered off and dried, yielding 1.05 g (7.8%) of (±)-α-[(1,1 ′-biphenyl)-4-yl]-a-(2,4-dichlorophenyl)-4-[2-(dimethylamino)ethyl]-1-piperidine-propanol dihydrochloride (comp. 34).

Provenance & Evidence