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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1365043Generated: November 1, 2026

Hydrochloric Acid → Ethyl 3-hydroxy-1-isopropylpyrazole-4-carboxylate

https://huagongshe.com/reaction/1365043

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiethyl (ethoxymethylene)malonateHCID 6871—
Reactant1-IsopropylhydrazineHCID 52789—
ReactantSodium ethoxideHCID 2723922—
SolventEthanolHCID 702—
SolventSodium chloride; waterHCID 57417360—
ProductEthyl 3-hydroxy-1-isopropylpyrazole-4-carboxylateHCID 17846977235.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of sodium ethoxide (23 g) in ethanol (150 mL) were added ethoxymethylene malonic acid diethyl ester (32.7 g) and isopropylhydrazine (11.2 g) at room temperature, and the mixture was stirred at 80° C. for 4 hours and then at 100° C. for 2 hours. The reaction mixture was poured into 2 mol/L hydrochloric acid (300 mL), the mixture was diluted with brine and extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the obtained residue was purified by column chromatography on silica gel (eluent: ethyl acetate/hexane=1/5) to give the title compound (10.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07888487B2
Source datasetuspto-grants-2011_02
ORD IDord-6a10a2a426c840f8baa449f2a490249e
Source noteuspto-grants-2011_02