Hexane → 3-(3,4-Dimethyl-benzoyl)-1H-quinolin-4-one

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Reaction Steps

2-(3,4-dimethyl-benzoyl)-3-phenylamino-acrylic acid methyl ester 2a(7.00 g, 22.6 mmol) (prepared as described by Silin, O. V.; et al. Heterocycles, 2004, 63, 1883-90) was heated at 260° C. in 150 mL of diphenyl ether for 6 h, then cooled down and 100 mL of hexane was added to the reaction solution. The mixture was filtered and the solid was washed with hexane to give 5.06 g of 3-(3,4-Dimethyl-benzoyl)-1H-quinolin-4-one 3a as off-white crystals: LC-MSD, m/z for C18H15NO2 [M+H]+=278.4; HPLC retention time: 1.7 min.

Provenance & Evidence