Formaldehyde → HCID 21452744, compound

Participants

Reaction Steps

To a solution of 13.5 grams of the 2-phenyl-3-acetyl-5-chlorobenzofuran that was thus prepared in 35 milliliters of isopropanol were added 2.1 grams of paraformaldehyde and 5.7 grams of dimethylamine hydrochloride and the mixture was heated for 16 hours under reflux. The solvent was then evaporated therefrom under vacuum and the residue was taken up in a 5% aqueous solution of hydrochloric acid. The substances that remained undissolved in the hydrochloric acid were extracted therefrom with ethyl ether. The aqueous solution was then made alkaline by the addition of a 5% aqueous solution of sodium hydroxide, whereupon the oily base separated. The solution containing the oily base was then shaken with ethyl ether and the ethyl ether extract was separated therefrom, dried over anhydrous sodium sulfate, and a solution of hydrogen chloride in ethanol was added thereto, whereupon crystals of the hydrochloride of the compound named in the heading of this example separated. After recrystallization from ethanol, 8.1 grams of crystals, which had a melting point of 153°-155° C, was obtained.

Provenance & Evidence