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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2237377Generated: October 31, 2026

Citric Acid → HCID 59302382, compound

https://huagongshe.com/reaction/2237377

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantLithium ChlorideHCID 433294—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 59302364HCID 59302364—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59302382HCID 59302382—

Reaction Steps

Lithium chloride (0.64 g, 15 mmol) and sodium borohydride (0.57 g, 15 mmol) and then ethanol (22 ml) are added to a solution of example 74A (2.32 g, 7.5 mmol) in THF (14 ml). The mixture is stirred at RT overnight. For the workup, the mixture is adjusted to pH 4 with a citric acid solution (10% in water) while cooling with ice water, then diluted with 200 ml of water and extracted three times with dichloromethane. The combined organic phases are dried over magnesium sulfate, filtered and concentrated in vacuo. The residue is separated by means of HPLC (Method 41) and the suitable fractions are concentrated in vacuo. The title compound is obtained as an oil (1.24 g, 59% of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07718611B2
Source datasetuspto-grants-2010_05
ORD IDord-7202189ea56f4cc386b4ebb8d1e59149
Source noteuspto-grants-2010_05