1,1'-Carbonyldiimidazole → HCID 59540652, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-bromo-5-methoxymethoxy-phenylamine (1.0 g, 4.31 mmol) in methylene chloride (25 ml) was added 2,2-dimethylsuccinic anhydride (580 mg, 0.195 mmol). The mixture was heated to 50° C. (oil bath) for 1 hour and then stirred over night at ambient at which point a large amount of precipitate had formed. Carbonyldiimidazole (839 mg, 5.17 mmol) was added and within 2 minutes a homogeneous solution was obtained. The material was stirred over night and then the crude was adsorbed onto silica gel (12 g). Purification by silica gel chromatography eluting with 6%-45% EtOAc in hexanes afforded 1.57 g of 1-(3-bromo-5-methoxymethoxy-phenyl)-3,3-dimethyl-pyrrolidine-2,5-dione as a viscous yellow-white oil.

Provenance & Evidence