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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1095283Generated: October 31, 2026

Benzoic anhydride → HCID 11740970, compound

https://huagongshe.com/reaction/1095283

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoic anhydrideHCID 7167—
ReactantPhenylacetonitrileHCID 8794—
Reactant3,4,5-TrimethoxyphenolHCID 69505—
ReactantSodium BenzoateHCID 517055—
CatalystZincchlorideHCID 3007855—
SolventEthyl AcetateHCID 8857—
ProductHCID 11740970HCID 11740970—

Reaction Conditions

Temperature97.5 °C

Reaction Steps

The title compound is prepared from heating a mixture of ω-phenyl-6-hydroxy-2,3,4-trimethoxy-acetophenone (0.996 g, 3.3 mmol), benzoic anhydride (6 g, 13.3 mmol) and sodium benzoate (6.5 g, 22.5 mmol) at 180-190° C. for 6 hr according to the published procedure (Wu, E S C et al. J. Med. Chem. 1988, 32, 183-192). Similar to the preparation ω-phenylresacetophenone (Wu, E S C et al. J. Med. Chem. 1987, 30, 788-792), ω-phenyl-6-hydroxy-2,3,4-trimethoxy-acetophenone is, in turn, obtained from adding anhydrous zinc chloride to a solution of 3,4,5-trimethoxyphenol and benzyl cyanide in ethyl acetate followed by bubbling HCl into the reaction mixture at room temperature and then heating at 95-100° C. with water.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138165B2
Source datasetuspto-grants-2012_03
ORD IDord-8a5fcb56bec4460e8dd8ad2593dafc2c
Source noteuspto-grants-2012_03