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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1766680Generated: October 31, 2026

Citric Acid → HCID 21110582, compound

https://huagongshe.com/reaction/1766680

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantEthanolHCID 702—
ReactantLithium borohydrideHCID 4148881—
ReactantHCID 23031107HCID 23031107—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 21110582HCID 2111058234.8%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of ethyl 6-(7-amino-5-methylindan-4-yloxy)-2-acetyl-3-hydroxybenzoate (213 mg) in tetrahydrofuran (15 mL) were added lithium borohydride (390 mg) and ethanol (5 mL). The mixture was stirred at 60° C. for 4 days. To the reaction mixture was added water (10 mL). The mixture was acidified with an 10% aqueous solution of citric acid. To the mixture was added ethyl acetate (20 mL). The reaction mixture was stirred for 1 hour, and extracted with ethyl acetate (×3). The combined organic layers were washed with brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The residue was purified by thin layer chromatography on silica gel (developing solvent: hexane/ethyl acetate=1/1) to give the title compound (66 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07230031B2
Source datasetuspto-grants-2007_06
ORD IDord-21e633383c124e3dab3a2fa2789fb626
Source noteuspto-grants-2007_06