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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1484285Generated: October 27, 2026

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

https://huagongshe.com/reaction/1484285

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AcetateHCID 517045—
Reactant1-(5-Bromo-2-hydroxyphenyl)-2-o-tolylethanoneHCID 53234363—
SolventAcetic AnhydrideHCID 7918—
Product6-bromo-2-methyl-3-o-tolyl-4H-chromen-4-oneHCID 5323436433.4%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09421209B2
Source datasetuspto-grants-2016_08
ORD IDord-7fca2d030d154894baadb23d6388b6bd
Source noteuspto-grants-2016_08