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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2388181Generated: November 3, 2026

Sulfuric Acid → Ethyl 3-(4-methoxyphenyl)-4-methylisoxazole-5-carboxylate

https://huagongshe.com/reaction/2388181

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantSodium BicarbonateHCID 516892—
ReactantEthyl 4-(hydroxyimino)-4-(4-methoxyphenyl)-3-methyl-2-oxobutanoateHCID 86648117—
SolventEthanolHCID 702—
ProductEthyl 3-(4-methoxyphenyl)-4-methylisoxazole-5-carboxylateHCID 6753022374.9%

Reaction Steps

Ethyl 4-(hydroxyimino)-4-(4-methoxyphenyl)-3-methyl-2-oxobutanoate (17.7 g, 63.4 mmol) and concentrated sulfuric acid (15 mL) were added to 180 mL of absolute ethanol and the mixture was refluxed for 20 hours. After the mixture cooled to room temperature, saturated sodium bicarbonate solution was added to neutralize the mixture. The product was extracted with EtOAc and the combined organic layer was dried over MgSO4 and concentrated to give 12.4 g of the title compound. MS: (+) m/z 262.45 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08269008B2
Source datasetuspto-grants-2012_09
ORD IDord-58593dc36c4f4c45bc14939f3c6e8fac
Source noteuspto-grants-2012_09