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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 872880Generated: October 29, 2026

Citric Acid → HCID 178494529, compound

https://huagongshe.com/reaction/872880

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantEthyl AcetateHCID 8857—
ReactantCesium carbonateHCID 10796—
ReactantHCID 178469092HCID 178469092—
SolventMethanolHCID 887—
SolventWaterHCID 962—
ProductHCID 178494529HCID 17849452936.5%

Reaction Steps

Ethyl 3-(methoxymethyl)-1H-pyrazole-5-carboxylate (2.44 g, 13.25 mmol) dissolved in methanol (40 ml) and cesium carbonate (8.63 g, 26.5 mmol) dissolved in water (40 ml) were loaded into a flask and stirred overnight at RT under nitrogen atmosphere. Ethyl acetate (100 ml) and water (100 ml) were added and the pH was adjusted to 3 with 10% citric acid. Phases were separated and the water phase was extracted with more ethyl acetate. The combined organic phases were dried with Na2SO4, filtered and evaporated. The product was purified with flash chromatography. Yield 36.5%. 1H-NMR (400 MHz; DMSO-d6): δ 3.25 (s, 3H), 4.40 (s, 2H), 6.67 (s, 1H), 13.16 (bs, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975254B2
Source datasetuspto-grants-2015_03
ORD IDord-bcb5325b4749427ca088f54af6b1f150
Source noteuspto-grants-2015_03