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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1885906Generated: November 1, 2026

Water → HCID 67905085, compound

https://huagongshe.com/reaction/1885906

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzoyl chlorideHCID 7412—
ReactantMethyl 2-[2-(bromomethyl)phenyl]-3-methoxyprop-2-enoateHCID 53395349—
CatalystZincHCID 23994—
CatalystHCID 178418476HCID 178418476—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 67905085HCID 6790508529%

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of 5 g (17.5 mmol) of methyl α-(2-bromomethylphenyl)-β-methoxyacrylate and 2.5 g (17.8 mmol) of benzoyl chloride in 50 ml of dimethoxyethane is added dropwise to 2.3 g (0.035 mol) of zinc powder and 600 mg (0.9 mmol) of Pd(Ph3P)2Cl2 under nitrogen and the mixture is then heated at 50° C. for 30 minutes. Water is added, the mixture is extracted with ethyl acetate and the organic phase is dried and evaporated down. The residue is chromatographed over silica gel using hexane/ethyl acetate. 1.6 g of compound No. 1 (Table 1) are obtained as a pale yellow solid of melting point 97°-99° C. Yield: 29%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05147892
Source datasetuspto-grants-1992_09
ORD IDord-be2fb03c597d4540aa0057fab5459fa4
Source noteuspto-grants-1992_09