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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1362689Generated: October 30, 2026

Dimethylformamide → HCID 59170811, compound

https://huagongshe.com/reaction/1362689

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant4-(Bromomethyl)-1,2-difluorobenzeneHCID 581436—
ReactantLithium HexamethyldisilazideHCID 2733832—
ReactantHCID 66960729HCID 66960729—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 59170811HCID 59170811—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a DMF (6.0 mL) solution of (E)-3-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)pyrrolidin-2-one (100 mg), lithium bis(trimethylsilyl)amide (1M hexane solution, 0.53 mL) was added at 0° C., and the reaction solution was agitated for 30 minutes at 0° C. 3,4-difluorobenzylbromide (0.060 mL) was added to this solution at 0° C., and that reaction solution was agitated at room temperature for 1 hour. The reaction solution was added to iced water and ethyl acetate, and the organic layer was partitioned. The obtained organic layer was washed with a saturated salt solution, and it concentrated under reduced pressure after dried over anhydrous magnesium sulfate. The residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system), and 80 mg of the title compound was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07880009B2
Source datasetuspto-grants-2011_02
ORD IDord-4705abe3e2254b1fac105b13673b424e
Source noteuspto-grants-2011_02