Potassium Carbonate → 4-Bromo-2-(2-oxocyclopentyloxy)anisole

Participants

Reaction Steps

17.7 g (0.15 mol) of 2-chlorocyclopentanone and 41.4 g (0.3 mol) of potassium carbonate are added to a solution of 20 g (0.1 mol) of 3-hydroxy-4-methoxy-bromobenzene in 300 ml of absolute DMF and the mixture is stirred at RT for 12 h. After filtering off the solids, the filtrate is concentrated, the residue is taken up in 500 ml of ethyl ether and the solution is extracted by shaking with 3×200 ml of distilled water. Column chromatography affords 21.1 g of the title compound as a brown oil [TLC (petroleum ether/ethyl acetate 6:4) Rf =0.47].

Provenance & Evidence