Hydrochloric Acid → HCID 21452752, compound

Participants

Reaction Steps

To a suspension of 23 grams of the 2-phenyl-3-acetyl-7-chlorobenzofuran that was thus produced in 60 milliliters of isopropanol were added 3.9 grams of paraformaldehyde, 10.4 grams of dimethylamine hydrochloride, and 8 milliliters of a saturated solution of hydrogen chloride in ethanol and the mixture was heated under reflux for a period of 8 hours. The solvent was then evaporated under vacuum and the residue was taken up in water and the remaining water-insoluble material was extracted from the resulting solution with ethyl ether. A 5% aqueous solution of sodium hydroxide was then added to the aqueous solution until it was alkaline and the oily base had precipitated. Ethyl ether was then added to the aqueous solution to extract the oily base and the aqueous phase was separated therefrom. The ether extract was then dried over anhydrous sodium sulfate and a solution of hydrogen chloride in ethanol was then added thereto, producing a precipitate of the hydrochloride of the compound named in the heading of this example. The hydrochloride was then separated by suction filtration and recrystallized from ethanol, yielding 21.7 grams of crystals having a melting point of 163°-164° C.

Provenance & Evidence