Hydrochloric Acid → HCID 21452740, compound

Participants

Reaction Steps

A suspension in 60 milliliters of isopropanol of 21.3 grams of the 2-phenyl-3-acetyl-5-methylbenzofuran that was thus prepared, 3.9 grams of paraformaldehyde, 10.4 grams of dimethylamine hydrochloride, and 8 milliliters of a saturated solution of hydrogen chloride in ethanol was heated under reflux for a period of 8 hours, after which the solvent was evaporated therefrom under vacuum and the remaining residue was treated with 20 milliliters of a 10% aqueous hydrochloric acid solution. The undissolved portion was extracted from the solution in which it was suspended with ethyl ether and the aqueous phase was then separated and made alkaline by the addition thereto of a 5% aqueous solution of sodium hydroxide. The oily base that precipitated was then extracted with ethyl ether, washed with water and dried over anhydrous sodium sulfate. A solution of hydrogen chloride in ethanol was then added to the dried ether extract and the precipitate consisting of the hydrochloride of the compound named in the heading of this example was separated therefrom by suction filtration. The precipitate, after recrystallization from a mixture of ethyl ether and ethanol, had a melting point of 148°-149° C and weighed 22.5 grams.

Provenance & Evidence