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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1662014Generated: October 28, 2026

Acetic Acid → HCID 66767158, compound

https://huagongshe.com/reaction/1662014

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMethanolHCID 887—
Reactant1,3-Diethyl 2-acetylpropanedioateHCID 136365—
ReactantHCID 22636246HCID 22636246—
SolventWaterHCID 962—
ProductHCID 66767158HCID 6676715849.5%

Reaction Conditions

Temperature115 °C

Reaction Steps

A mixture of 1-(4-fluorophenyl)-2-methylhydrazine (0.6 g, 4.28 mmol), diethyl 2-acetylmalonate (0.96 g, 4.75 mmol), and acetic acid (0.51 g, 8.49 mmol) in water (15 mL) is heated at 115° C. for 3 hours. The reaction is cooled and extracted with EtOAc twice. The organic phase is washed with saturated aqueous sodium chloride, dried over Na2SO4 and concentrated. The residue is purified by column chromatography on silica gel, eluting with DCM:MeOH (from 150:1 to 60:1) to afford the title compound (0.59 g, 49.5% yield). MS (m/z): 279 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030302B2
Source datasetuspto-grants-2011_10
ORD IDord-c85d00b754bb40f3b921767c95e61478
Source noteuspto-grants-2011_10