Ethyl bromoacetate → HCID 54302501, compound

Participants

Reaction Conditions

Reaction Steps

A solution of potassium bis(trimethylsilyl)amide (0.5M in toluene, 16.4 mL, 8.19 mmol) is cooled to 0° C., and a solution of 3-(2-methylpropyl)-3-(propen-2-yl)-2-pyrrolidinone (1.24 g, 6.82 mmol) in THF (10 mL) is added dropwise over 2 minutes After stirring at 0° C. for 40 minutes, ethyl bromoacetate (0.91 mL, 8.2 mmol) is added. The reaction is stirred at 0° C. for 3 hours and for 1 hour at room temperature. After quenching with saturated aqueous ammonium chloride (10 mL), aqueous workup (EtOAc, MgSO4) and purification by column chromatography (1:9:10 v/v CH2Cl2 :EtOAc:hexane) provided 1.66 g (91%) of the title compound as an oil.

Provenance & Evidence