Ethyl bromoacetate → HCID 17956300, compound

Participants

Reaction Steps

To a stirred solution of the product of step (d) (1.5 g) in toluene (30 mL) was added potassium tert-butoxide (0.69 g) and the resulting mixture was stirred at room temperature for 3 hours. Ethyl bromoacetate (1.38 g) was added and the reaction was stirred at 130° C. for 48 hours. The solvent was removed in vacuo and the residue was dissolved in dichloromethane (500 mL) and washed with water (2×400 mL). The organic layer was washed with brine (300 mL), dried and the solvent was removed in vacuo. The residue was purified by column chromatography on silica gel (Biotage), eluting with 65–75% ethyl acetate in cyclohexane to give the title compound as a brown oil (0.40 g). LC retention time 2.77 min. Mass spectrum m/z 468 [MNH4+]

Provenance & Evidence