Water → HCID 12531891, compound

Participants

Reaction Steps

To a solution of 3.21 g of p-chlorophenol, 1.19 g of sodium methoxide and 50 mg of potassium iodide was added 7.54 g of methyl α-bromo-α-[p-(p-tert-butylphenoxy)phenyl]acetate in 10 ml of benzene. The mixture was refluxed overnight and cooled to room temperature. The mixture was then poured into 100 ml of water and extracted with 2×75 ml of ether. The combined extracts were washed with 50 ml of 5% NaOH, 2×50 ml of water, 50 ml saturated brine and dried (MgSO4). Evaporation of the solvent yielded an amber oil. Chromatography on 100 g of silica gel (benzene) afforded 7.36 g of product as a pale yellow glass.

Provenance & Evidence