Formaldehyde → HCID 21452747, compound

Participants

Reaction Steps

To a solution of 9.3 grams of the 2-(p-methoxyphenyl)-3-acetylbenzofuran that was thus produced in 30 milliliters of isopropanol were added 1.4 grams of paraformaldehyde and 4.1 grams of dimethylamine hydrochloride and the mixture was heated under reflux for a period of 12 hours. The solvent was then evaporated under vacuum and the residue was taken up in a 5% aqueous solution of hydrochloric acid. The acid solution was then extracted with benzene and the aqueous solution that had thus been freed of benzene-soluble substances was then made alkaline by the addition thereto of a 5% aqueous solution of sodium hydroxide, thereby precipitating the oily base. The solution containing the precipitated oily base was then extracted with ethyl ether, the ether extract was dried over anhydrous sodium sulfate, and a solution of hydrogen chloride in ethanol was added thereto, thereby precipitating the hydrochloride of the compound named in the heading of this example, which was separated by suction filtration. After recrystallization from ethanol, 6.5 grams of crystals of the hydrochloride, which had a melting point of 161°-162.5° C, was thus obtained.

Provenance & Evidence