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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 496349Generated: November 1, 2026

Ceric ammonium nitrate → 4-(5,6-Dimethoxy-3-methyl-1,4-benzoquinon-2-ylmethyl)benzoic acid

https://huagongshe.com/reaction/496349

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCeric ammonium nitrateHCID 180504—
Reactant4-(2,3,4,5-tetramethoxy-6-methylbenzyl)benzoic AcidHCID 22325277—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Product4-(5,6-Dimethoxy-3-methyl-1,4-benzoquinon-2-ylmethyl)benzoic acidHCID 9948816100.2%

Reaction Steps

The compound (1.98 g, 5.75 mmol) obtained in Step 2 was dissolved in a mixture of acetonitrile (40 ml) and water (15 ml), to which was added CAN (7.90 g, 14.5 mmol) and the mixture was stirred at room temperature for 40 minutes. The reaction mixture was poured into water and was extracted with ethyl acetate. After the extract was washed with water and dried, the solvent was distilled off. Ether was added to the residue and the resulting precipitate was filtered to yield the title compound (1.82 g, 5.76 mmol, yield 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06943196B1
Source datasetuspto-grants-2005_09
ORD IDord-a6dc0d53946e49e0957309d832a1732f
Source noteuspto-grants-2005_09