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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2091426Generated: November 2, 2026

Dimethyl Sulfate → HCID 66777635, compound

https://huagongshe.com/reaction/2091426

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfateHCID 6497—
ReactantSodium hydrideHCID 24758—
ReactantHCID 66778296HCID 66778296—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66777635HCID 6677763563%

Reaction Steps

Cyclohexyl(5-fluoro-3-hydroxy-1-benzofuran-2-yl)methanone (3.0 g) synthesized in the above-mentioned (1) was dissolved in tetrahydrofuran (15 mL) and N,N-dimethylformamide (15 mL). The reaction mixture was ice-cooled, sodium hydride (0.69 mg) was added to the solution, and the mixture was stirred for 15 min. Dimethyl sulfate (1.6 mL) was added to the mixture, and the mixture was stirred at room temperature overnight. The solvent was evaporated under reduced pressure, water was added to the residue, and the mixture was extracted with ethyl acetate. The extract was concentrated under reduced pressure, and the precipitate was recrystallized from diisopropyl ether-hexane to give the title object compound (2.0 g, 63%) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436043B2
Source datasetuspto-grants-2013_05
ORD IDord-062551879b4d4188a5595bb6f3e0553a
Source noteuspto-grants-2013_05