Iodine → HCID 13467419, compound

Participants

Reaction Conditions

Reaction Steps

19.3 g. of 3-methoxy-6-acetylamino-1-ethylbenzene, 22 g. of bromobenzene, 7.78 g. of potassium carbonate, 0.43 g. of copper powder and 0.01 g. of iodine were refluxed under ordinary pressure for 48 hours on the oil bath. Then excess bromobenzene was recovered by means of steam distillation, and the remaining solid [crude 3-methoxy-6(N-acetylanilino)ethylbenzene] was filtered off, mixed, without purifying, with 140 ml. of a 10 percent aqueous solution of caustic soda and heated in the autoclave to 200° C. for 8 hours. After cooling, an oil layer was separated from it and purified by means of distillation under reduced pressure. Then 14.8 g. (66.0 percent of theoretical) of 3-methoxy-6-anilinoethylbenzene was obtained as a light yellow oily substance having a boiling point of 185° to 215° C./13 mmHg, and the formula: ##STR16##

Provenance & Evidence