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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1033731Generated: October 31, 2026

Diethyl Ether → HCID 19024388, compound

https://huagongshe.com/reaction/1033731

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantSodium hydrideHCID 24758—
Reactant4-Methoxy-alpha-toluenethiolHCID 80407—
Reactant2-Bromo-1-(2,4-difluorophenyl)-2-methyl-1-propanoneHCID 15264019—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductHCID 19024388HCID 19024388100.1%

Reaction Steps

In 180 ml of THF was suspended 2.4 g (60 mmol) of 60% sodium hydride having been washed with hexane, and 9.4 g (61 mmol) of 4-methoxy-α-toluenethiol was added dropwise to the suspension while stirring under ice-cooling. After being stirred for 10 minutes, the mixture was added dropwise to a solution of 15.0 g (57 mmol) of 2-bromo-1-(2,4-difluorophenyl)-2-methylpropan-1-one in 225 ml of THF with stirring under ice-cooling. To the reaction mixture were added diethyl ether and water, and the organic layer was separated, washed with water and then with a saturated sodium chloride aqueous solution, and dried. The solvent was removed by distillation under reduced pressure, and the residue was subjected to column chromatography using a mixed solvent of hexane and ethyl acetate (10:1). The solvent was removed by distillation under reduced pressure to obtain 19.2 g (95%) of 1-(2,4-difluorophenyl)-2-((4-methoxyphenyl)methylthio)-2-methylpropan-1-one as a colorless oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05312815
Source datasetuspto-grants-1994_05
ORD IDord-3777a4e6c7f544be872e15e0a13c7ef1
Source noteuspto-grants-1994_05