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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2389309Generated: October 30, 2026

Citric Acid → HCID 58022566, compound

https://huagongshe.com/reaction/2389309

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantEthanolHCID 702—
ReactantLithium borohydrideHCID 4148881—
ReactantHCID 58022626HCID 58022626—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58022566HCID 5802256690.2%

Reaction Steps

To a solution of the compound of Example 40 (15.6 g) in THF (249 mL) was added under ice cooling lithium borohydride (3.75 g), and then ethanol (16.6 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=1:1) to obtain the target product (12.9 g) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273748B2
Source datasetuspto-grants-2012_09
ORD IDord-b955acf1d7bd419b8c6ccb84069288a4
Source noteuspto-grants-2012_09