1-(2-Bromoethyl)-4-methoxybenzene → N'-[4-(4-methoxyphenethyloxy)phenyl]-N-methoxy-N-methylurea

Participants

Reaction Conditions

Reaction Steps

Into a solution of 8.8 g of sodium ethoxide in 200 ml of N,N-dimethylformamide is added 27 g of N'-(4-hydroxyphenyl)-N-methoxy-N-methylurea. To the mixture is added dropwise a solution of 27 g of 4-methoxyphenethyl bromide in 100 ml of N,N-dimethylformamide. The mixture is then gradually heated to 100° C., kept at the same temperature for 5 hours and then poured into ice water. The precipitated crystals are filtered, washed with water, ethanol and ether in this order and air-dried. The product is recrystallized from ethanol to obtain 11.8 g of N'-[4-(4-methoxyphenethyloxy)phenyl]-N-methoxy-N-methylurea as white needles, M.P. 100°-101° C.

Provenance & Evidence