Ethyl bromoacetate → HCID 19040982, compound

Participants

Reaction Conditions

Reaction Steps

A stirred solution of 4-[5-(4-cyanophenoxy)pentyloxy]-2-hydroxy-N,N-bis(1-methylethyl)benzamide (1.0 g, 2.36 mmol) in 10.0 mL of N,N-dimethylformamide is treated with 60% sodium hydride (100 mg, 2.59 mmol) and ethyl bromoacetate (290 μL, 2.59 mmol), and the mixture is heated at 70° C. overnight; the reaction is partitioned between ethyl acetate and water, dried over sodium sulfate and concentrated in vacuo to afford a yellow foam. This material is purified by chromatography on silica gel (30 g) with 40-50% ethyl acetate/hexane as the eluent to afford ethyl 5-[5-(4-cyanophenoxy )pentyloxy]-2-[N,N-bis(1-methylethyl)aminocarbonyl]phenoxyacetate as a colorless foam.

Provenance & Evidence