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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1855375Generated: October 26, 2026

Water → 4-Benzyl-2-chloro-6-methyl-pyrimidine

https://huagongshe.com/reaction/1855375

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
Reactant4-Benzyl-2,6-dichloropyrimidineHCID 46223071—
ReactantHCID 178477796HCID 178477796—
CatalystHCID 178418397HCID 178418397—
SolventTetrahydrofuranHCID 8028—
Product4-Benzyl-2-chloro-6-methyl-pyrimidineHCID 8663361883%

Reaction Steps

4-Benzyl-2,6-dichloro-pyrimidine (2.5 g, 10.5 mmol) was dissolved in tetrahydrofuran (40 mL) under an atmosphere of nitrogen and subsequently treated with dimethylzinc (2M in toluene, 5.76 mL) and tetrakis(triphenylphosphine)palladium(0) (245 mg). After stirring for 18 h at ambient temperature, ethyl acetate and water were added, the phases separated and the aqueous layer was extracted twice with ethyl acetate. The combined organic phases were dried over magnesium sulfate and evaporated under reduced pressure. Column chromatography on silica gel using heptane/ethyl acetate 9:1 v/v) as eluent afforded the title compound (1.89 g, 83%) as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962834B2
Source datasetuspto-grants-2015_02
ORD IDord-cc65dc63b2f9491db13e63ec212cf74f
Source noteuspto-grants-2015_02