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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 9927Generated: October 29, 2026

Water → 4-(2-Trifluoromethylphenyl)-3-buten-2-one

https://huagongshe.com/reaction/9927

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantN-methoxy-N-methyl-3-(2-trifluoromethylphenyl)acrylamideHCID 73858026—
ReactantHCID 178418348HCID 178418348—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product4-(2-Trifluoromethylphenyl)-3-buten-2-oneHCID 522612—

Reaction Conditions

Temperature-78 °C

Reaction Steps

11 g of N-methoxy-N-methyl-3-(2-trifluoromethylphenyl)acrylamide are dissolved in 150 ml of dry tetrahydrofuran under a nitrogen atmosphere, cooled to −78° C. and treated dropwise with 36 ml of a 1.4N solution of methyllithium in diethyl ether in 10 minutes. The solution is subsequently furthermore stirred at −78° C. for 2 h and then hydrolysed with water. 200 ml of ethyl acetate are now added at ambient temperature and the mixture is washed three times with saturated sodium chloride solution. The organic phase is finally separated, dried with magnesium sulfate and evaporated under reduced pressure. After purifying by flash chromatography, the title compound is thus obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07091371B2
Source datasetuspto-grants-2006_08
ORD IDord-b59c10a751ce41438cf1eb1cd9957f87
Source noteuspto-grants-2006_08