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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1625862Generated: October 31, 2026

Citric Acid → HCID 178436203, compound

https://huagongshe.com/reaction/1625862

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantSodium MethoxideHCID 10942334—
Reactant1h-Indazole-1-carboxylic acid,3-[(4-ethylphenyl)methyl]-,1,1-dimethylethyl esterHCID 66608171—
SolventMethanolHCID 887—
ProductHCID 178436203HCID 17843620384.4%

Reaction Steps

The above 1-t-butoxycarbonyl-3-(4-ethylphenylmethyl)-1H-indazole (1.35 g) was dissolved in methanol (15 ml), and added thereto was 28% sodium methoxide solution (methanol solution, 1.0 ml), and the mixture was stirred at room temperature for one hour. Added thereto was an aqueous citric acid solution, and the mixture was extracted with ethyl acetate. The extract was washed successively with water and brine, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was crystallized from hexane to give the desired 3-(4-ethylphenylmethyl)-1H-indazole (800 mg) as colorless crystals. APCI-Mass m/Z 237 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785403B2
Source datasetuspto-grants-2014_07
ORD IDord-d05ad05548c049d8a3c1001aefcdf949
Source noteuspto-grants-2014_07