Sodium Acetate → 6-bromo-2-methyl-3-o-tolyl-4H-chromen-4-one

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Reaction Steps

Intermediate 11 (5.5 g, 16.38 mmoles) was taken in a RB flask and to this acetic anhydride (50 ml) and sodium acetate (9.40 g, 114.69 mmoles) were added and the mixture was refluxed for 12 h. After cooling to RT, the reaction mixture was quenched by the addition of ice cold water. The solid formed was filtered and washed with water. The product was dried under vacuum to afford the title compound as white solid (1.8 g, 30% yield). 1H-NMR (δ ppm, CDCl3, 400 MHz): δ 8.35(d, J=1.7 Hz, 1H), 7.75(d, J=6.7 Hz, 1H), 7.37(d, J=8.8 Hz, 1H), 7.35-7.26(m, 3H), 7.09(d, J=6.9 Hz, 1H), 2.20(s, 3H).2.15(s,3H).

Provenance & Evidence