5,5-Dibromobarbituric acid → HCID 23051859, compound

Participants

Reaction Steps

A solution of 14.3 g (50 mmol) of 5,5-dibromobarbituric acid in 300 ml of ether was treated with 17.6 g (0.1 mol) of 4-(3-methoxyphenyl)-3-buten-2-one and the mixture was stirred at room temperature for 20 hours. The separated barbituric acid was filtered off. The filtrate was washed in succession with saturated sodium bicarbonate solution and with water. The organic phase was dried over sodium sulphate and concentrated. Flash chromatography of the residue on 1000 g of silica gel (elution agent methylene chloride/ethyl acetate 9:1) yielded (E)-1-bromo-4-(3-methoxyphenyl)-3-buten-2-one as a yellow oil.

Provenance & Evidence