Chloromethyl Methyl Ether → 4-Bromo-2-methoxy-3-(methoxymethoxy)phenol

Participants

Reaction Steps

To a stirring solution of 4-bromo-2-methoxybenzene-1,3-diol (4.5 g, 20.54 mmol) in acetone (40 mL) at 0° C. was added potassium carbonate (2.83 g, 20.54 mmol) and methoxymethyl chloride (1.32 mg, 16.43 mmol) and the resultant reaction mixture was stirred at RT for 7 h. The reaction mixture was quenched with ice-cold water, filtered and the filtrate was concentrated under reduced pressure. Purification of the residue by column chromatography (silica gel, 0-10% ethyl acetate in pet ether) afforded 4-Bromo-2-methoxy-3-(methoxymethoxy)phenol as a liquid (2 g, 37%).

Provenance & Evidence