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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1726326Generated: October 30, 2026

Water → HCID 23090036, compound

https://huagongshe.com/reaction/1726326

Reaction equation

Participants

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

Reaction Steps

To a solution of 5-bromo-m-xylene (5.55 g) in THF (60 ml) was added n-butyl lithium (17.8 ml) at −78° C. under an atmosphere of argon. The mixture was stirred for 1 hour. To the reaction solution was added tetrahydropyran-4-one (2.0 g) and the mixture was stirred for additional 3 hours. To the reaction solution was added water and the mixture was extracted with ethyl acetate. The organic layer was washed with water and a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate and concentrated. The residue was purified by column chromatography on silica gel (ethyl acetate:n-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 numberUS07491748B2
Source datasetuspto-grants-2009_02
ORD IDord-b6264551f3034a86bb216f4cd94bc27a
Source noteuspto-grants-2009_02