Hydrochloric Acid → HCID 54316643, compound

Participants

Reaction Steps

6.81 g. (48 mmole) Phosphorus pentoxide are suspended in 100 ml. methylene chloride, 15.2 g. (32 mmole) methyl 3-{4-[1-(n-hexadecyl)-piperazin-4-yl]-phenyl}-3-hydroxypropionate (colourless oil, prepared by the reduction of methyl 3-{4-[1-(n-hexadecyl)-piperazin-4-yl]-phenyl}-3-oxopropionate with sodium borohydride in methanol) are added thereto and the mixture is heated, with vigorous stirring, for 12 hours at reflux temperature. Subsequently, the smeary polyphosphoric acid is separated by decantation, the liquid phase is evaporated, the evaporation residue is dissolved in ethanol and, after the addition of 50 ml. 2N aqueous potassium hydroxide solution, the mixture is heated for 6 hours to 85° C. Subsequently, the ethanol is distilled off, the aqueous phase is extracted with diethyl ether and thereafter acidified with 6N hydrochloric acid. The precipitated product is filtered off with suction, washed with cold 2N hydrochloric acid and dried to give 8.8 g. (56% of theory) of the hydrochloride of the desired compound; m.p. 251°-253° C.

Provenance & Evidence