Imidazole → 5-(2-Bromoethyl)-2-benzofuran-1(3H)-one

Participants

Reaction Conditions

Reaction Steps

To a solution of 5-(2-hydroxyethyl)-2-benzofuran-1(3H)-one (1.2 g, 6.8 mmol) in DCM at 0° C. was added carbon tetrabromide (2.3 g, 6.8 mmol), triphenylphosphine (1.8 g, 6.8 mmol), and imidazole (0.46 g, 6.8 mmol). The mixture was allowed to stir at 0° C. for 5 minutes, and then allowed to warm to RT and stir for 1.5 hours. The crude was concentrated and purified by silica gel chromatography (43% EtOAc with Hexanes). About 1.3 grams of 5-(2-Bromoethyl)-2-benzofuran-1(3H)-one was collected as a white solid. LC-MS (IE, m/z): 241/243 (M+1)+.

Provenance & Evidence