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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1095922Generated: November 1, 2026

Water → 2-(2-Chloro-4-methoxy-phenyl)-1-(2-methyl-pyridin-4-yl)-ethanone

https://huagongshe.com/reaction/1095922

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium ChlorideHCID 5234—
Reactant2-(2-Chloro-4-methoxy-phenyl)-3-(2-methyl-pyridin-4-yl)-3-oxo-propionic acid methyl esterHCID 66699183—
SolventDimethyl SulfoxideHCID 679—
Product2-(2-Chloro-4-methoxy-phenyl)-1-(2-methyl-pyridin-4-yl)-ethanoneHCID 6669908865.6%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 2-(2-chloro-4-methoxy-phenyl)-3-(2-methyl-pyridin-4-yl)-3-oxo-propionic acid methyl ester (13.95 g), sodium chloride (2.71 g), water (1.14 mL) and DMSO (400 mL) was heated to 140° C. for 3 hours. Stirring was continued overnight at r.t. The reaction mixture was poured into ice/water and extracted two times with ethyl acetate. The organic layers were washed with brine, dried over Na2SO4, filtered and the solvent was evaporated. The residue was purified by flash chromatography (silica gel, gradient of heptane in ethyl acetate) to give the title compound as a yellow solid (7.56 g, 62%). MS (m/e)=276.2 [MH+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138189B2
Source datasetuspto-grants-2012_03
ORD IDord-4a2d47ee959043fe997059f526e42777
Source noteuspto-grants-2012_03