3-(3-Benzyloxy-4-bromo-phenylamino)-but-2-enoic acid ethyl ester → 7-Benzyloxy-6-bromo-2-methyl-quinolin-4-ol

Participants

Reaction Conditions

Reaction Steps

Dowtherm®A (320 mL) was heated to 250° C. then a solution of 3-(3-benzyloxy-4-bromo-phenylamino)-but-2-enoic acid ethyl ester (55.5 g, 99.5 mmol) in Dowtherm®A (120 mL) was slowly added. The reaction mixture was heated 16 min at 250° C. and ethanol was collected by distillation. The mixture was cooled down, diluted with hexanes (1.5 L) and filtered. The solid was washed with ether and dried under vacuum. 73.0 g of the title compound were obtained. Brown solid, ISP-MS: m/e=345.2 ([M+H]+).

Provenance & Evidence