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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1045541Generated: October 26, 2026

Dimethyl Sulfoxide → 2-(3,4-Difluorophenyl)-2-methyloxirane

https://huagongshe.com/reaction/1045541

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantSodium hydrideHCID 24758—
ReactantTrimethylsulfonium iodideHCID 75127—
Reactant1-(3,4-Difluorophenyl)ethan-1-oneHCID 123052—
SolventTetrahydrofuranHCID 8028—
Product2-(3,4-Difluorophenyl)-2-methyloxiraneHCID 22993508—

Reaction Conditions

Temperature65 °C

Reaction Steps

The title compound was prepared by following general procedure 3. DMSO was added to NaH (1 equiv.) and heated to 65° C. for 1 h. THF was added at the same temperature and heated for another 10 min. After 10 min., the reaction mixture was cooled to 0° C. Trimethylsulfonium iodide (1 equiv.) was added and stirred for 10 min. after which the solution of 1-(3,4-difluorophenyl)ethanone (1 equiv.) in THF was added dropwise. After complete addition, the reaction mixture was stirred at RT for 2 h. The product was detected by LCMS and the reaction mixture was poured into ice water, extracted in diethyl ether (4×50mL), dried over Na2SO4 and concentrated at 25° C. to obtain the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569287B2
Source datasetuspto-grants-2013_10
ORD IDord-c3989b19835e4a2fa8196378f616d656
Source noteuspto-grants-2013_10