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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2356720Generated: November 1, 2026

Citric Acid → HCID 67547587, compound

https://huagongshe.com/reaction/2356720

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantEthyl bromoacetateHCID 7748—
ReactantSodium hydrideHCID 24758—
ReactantHCID 59384489HCID 59384489—
SolventDimethylformamideHCID 6228—
ProductHCID 67547587HCID 67547587—

Reaction Steps

To a solution of 4-[(5-benzo[b]furoyl)aminoacetyl]-2-chlorothiophene (543 mg) in N,N-dimethylformamide (10 ml) was added sodium hydride (71.3 mg, 60% mineral oil) under ice-cooling, and the mixture was stirred at room temperature for 20 minutes. After ice-cooling, ethyl bromoacetate (0.21 ml) was added dropwise to the mixture, and the resulting mixture was stirred at room temperature for 40 minutes. After cooling, 5% aqueous citric acid solution was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous sodium sulfate and the solvent was removed under reduced pressure to obtain a crude product of ethyl 3-[(5-benzo[b]furoyl)amino]-4-(5-chlorothiophen-3-yl)-4-oxobutyrate (896 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07759373B2
Source datasetuspto-grants-2010_07
ORD IDord-84391fc9ce9c4e919c5222c3362e1051
Source noteuspto-grants-2010_07