Benzaldehyde → HCID 54516199, compound

Participants

Reaction Steps

5.05 g (45 mmols) of potassium tert. butoxide were dissolved in 20 ml of absolute dimethylformamide, and a solution of 10.0 g (40 mmols) of ethyl 3,4-dimethoxy-β-methylcinnamate and 4.78 g (45 mmols) of benzaldehyde in 10 ml of absolute dimethylformamide was added dropwise thereto, while stirring and cooling on an ice bath. The mixture was then stirred for 4 hours at room temperature, combined with water and acidified with hydrochloric acid. The greasy substance obtained thereby was stirred with hot water, and sodium carbonate was added in batches until a solution was obtained. This aqueous solution was extracted twice with toluene. Upon acidification with hydrochloric acid, the product was precipitated, and after washing with water it was recrystallized from toluene.

Provenance & Evidence