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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 445431Generated: October 29, 2026

Citric Acid → HCID 58022606, compound

https://huagongshe.com/reaction/445431

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantEthanolHCID 702—
ReactantLithium borohydrideHCID 4148881—
ReactantHCID 58022555HCID 58022555—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58022606HCID 5802260698.8%

Reaction Steps

To a solution of the compound of Example 11 (1.00 g) in THF (14 mL) was added under ice cooling lithium borohydride (229 mg), and then ethanol (1.4 mL) was added dropwise. The resultant solution was then stirred for 1 hour under ice cooling. To the reaction solution was added 10% aqueous citric acid, extracted with ethyl acetate, washed with water and saturated brine in that order, and then dried over anhydrous sodium sulfate. The solvent was evaporated, and the resultant residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1) to obtain the target product (910 mg) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476305B2
Source datasetuspto-grants-2013_07
ORD IDord-6b9db18089114139b648577c5a17f6b2
Source noteuspto-grants-2013_07