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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2103748Generated: October 30, 2026

Water → HCID 23090036, compound

https://huagongshe.com/reaction/2103748

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrahydro-4H-pyran-4-oneHCID 121599—
ReactantBenzene, 1-bromo-3,5-dimethyl-HCID 136357—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
SolventButyllithiumHCID 178418339—
ProductHCID 23090036HCID 2309003663.1%

Reaction Steps

Under an atmosphere of argon, to a solution of 5-bromo-m-xylene (5.55 g) in THF (60 mL), n-butyl lithium (17.8 mL) was added at −78° C. The mixture was stirred for 1 hour. Tetrahydropyran-4-on (2.0 g) was added to the reaction mixture, and the mixture was stirred for 3 hours. Water was added to the reaction mixture, and the solution was diluted with ethyl acetate. The organic layer was washed with water and a saturated aqueous solution of sodium chloride, dried over magnesium sulfate and concentrated. The residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:3) to give the title compound (2.6 g) having the following physical data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576129B2
Source datasetuspto-grants-2009_08
ORD IDord-c1ed8d321aa74f1f922ad11f48a88a91
Source noteuspto-grants-2009_08