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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 902207Generated: October 30, 2026

Ethyl Acetate → HCID 68891436, compound

https://huagongshe.com/reaction/902207

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant2-ChloroacetophenoneHCID 10757—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 68893646HCID 68893646—
SolventDimethylformamideHCID 6228—
ProductHCID 68891436HCID 6889143610.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

3-Amino-5-[3-oxospiro[6-azaisobenzofuran-1(3H),1-cyclohexan]-4′-yl]-1H-pyrazole (180 mg, 0.633 mmol), phenacyl chloride (150 mg, 0.94 mmol) and potassium carbonate (180 mg, 1.27 mmol) were stirred overnight at room temperature in N,N-dimethylformamide (10 mL). The mixture was stirred for further 1 hour at 80° C. The reaction solution was cooled down to room temperature and ethyl acetate was added thereto. The reaction solution was washed with water and saturated brine, and the organic layer was dried over anhydrous magnesium sulfate and concentrated in vacuo to remove the solvent. The residue was separated and purified by a silica gel column chromatography (C-300, methanol:chloroform=1:50 to 1:30) to obtain the title compound (26.5 mg, 10.4%) as a cis and trans mixture.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07365079B2
Source datasetuspto-grants-2008_04
ORD IDord-b157539ee26d4b3ab6b9bcda8f52cc8f
Source noteuspto-grants-2008_04