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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1885040Generated: November 1, 2026

Dimethylformamide → HCID 178474035, compound

https://huagongshe.com/reaction/1885040

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantIodoethaneHCID 6340—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 154041398HCID 154041398—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 178474035HCID 17847403582.5%

Reaction Conditions

Temperature62.5 °C

Reaction Steps

(E)-1-(4-methanesulfonyl-benzylidene)-3,4-dihydro-1H-naphthalene-2-one oxime (50 mg, 0.15 mmol), ethyl iodide (0.0147 ml, 0.18 mmol) and potassium carbonate (0.063 g, 0.46 mmol) were added into dimethylformamide (2.0 ml). Then, the solution was stirred at 60-65° C. overnight, and cooled to room temperature. Again, water and dichloromethane were added, and an organic layer was separated, washed with water and brine, and dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure to remove organic solvent. The residue was purified through silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/2, v/v). As a result, 44 mg of the present compound (productive yield 81%) was obtained as a white solid crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06768019B2
Source datasetuspto-grants-2004_07
ORD IDord-86c3c238f17c4b2ca684f5af4a731c81
Source noteuspto-grants-2004_07