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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2371914Generated: November 1, 2026

Tetrahydrofuran → HCID 54174730, compound

https://huagongshe.com/reaction/2371914

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium hydrideHCID 24758—
ReactantSulfoxonium, trimethyl-, iodide (1:1)HCID 74498—
ReactantHCID 53914210HCID 53914210—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 54174730HCID 5417473089%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 6.35 g (0.031 mole) of trimethylsulphoxonium iodide in 20 ml of dimethyl sulphoxide is added at -15° C. with stirring to a suspension of 0.75 g (0.031 mole) of sodium hydride in 25 ml of a mixture of dimethyl sulphoxide: tetrahydrofuran=3:2. After warming the reaction mixture to 0° C., a solution of 9.6 g (0.028 mole) of 1-chloro-cyclopropyl 4-(2-chloro-1,1,2-trifluoroethoxy)-phenyl-ethenyl ketone in 15 ml of dimethyl sulphoxide is added dropwise with stirring. The mixture is subsequently stirred at 0° C. for 15 minutes and at room temperature for 45 minutes. The reaction mixture is then poured into 100 ml of ice water and the mixture is extracted three times with cyclohexane. The combined organic phases are washed once with water, dried over sodium sulphate and then concentrated under reduced pressure. 8.89 g (89% of theory) of 2-(1-chloro-cyclo-propyl)-2-[4-(2 -chloro-1,1,2-trifluoroethoxy)-phenylethenyl]-oxirane are obtained in this way in the form of an oily product which is reacted further without additional purification. ##STR38##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05096912
Source datasetuspto-grants-1992_03
ORD IDord-e20e181c954e4f099f7a697c99ca65b7
Source noteuspto-grants-1992_03