Ethyl bromoacetate → HCID 86742069, compound

Participants

Reaction Steps

A solution of methyl 4-(1H-imidazol-1-yl)-β-oxo-benzenepropanoate (6.1 g, 0.025 mol) in tetrahydrofuran (65 ml) is added slowly to a stirred suspension of 50% NaH (1.2 g, 0.025 mol) in tetrahydrofuran (20 ml) and the solution is stirred for one additional hour. Ethyl bromoacetate (4.5 g) is added followed by refluxing the mixture for seven to eight hours. The tetrahydrofuran is removed, the residue is treated with water, and the organic material is extracted with ether. The residue obtained after removal of the ether is hydrolysed by heating with 6N HCl for eight hours. The crude acid is finally crystallized from dimethylformamide to yield 3.3 g of the product 4-(1-imidazol-1-yl)-γ-oxobenzenebutanoic acid.

Provenance & Evidence