Potassium Carbonate → 1-[3-[4-[1-(2-Methoxyphenyl)-1-hydroxypropyl]-phenoxy]-propyl]-piperidine

Participants

Reaction Steps

7.7 g. of α-ethyl-α-(2-methoxyphenyl)-4-hydroxy-benzylalcohol and 6.6 g. of N-(3-chloropropyl)-piperidine in 70 ml. of ethyl acetate, in the presence of 14 g. of anhydrous potassium carbonate and 0.5 g. of tetrabutyl ammonium hydrogensulfate are boiled under reflux for 8 hours. Thereafter the solvent is distilled off under reduced pressure, to the residue water is added, and it is extracted with ether. The ethereal phases are combined, washed with water, a 5% aqueous sodium hydroxide solution and again with water till neutral. The organic phase is dried over anhydrous potassium carbonate, and the solvent is distilled off under reduced pressure. Crystallization of the residue from ethyl acetate yields 9.5 g. of the named compound, melting at 110° to 111° C.

Provenance & Evidence