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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1429136Generated: October 30, 2026

Citric Acid → HCID 68591633, compound

https://huagongshe.com/reaction/1429136

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantMethanolHCID 887—
ReactantLithium HydroxideHCID 3939—
ReactantHCID 68589805HCID 68589805—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68591633HCID 6859163397%

Reaction Conditions

Temperature60 °C

Reaction Steps

Compound 3i (350 mg, 0.645 mmol) was dissolved in a 2:1:1 mixture of THF:MeOH:H2O (100 ml). LiOH (1 M, 6.5 ml) was added and the reaction mixture was stirred at 60° C. over night. The mixture was acidified by adding citric acid and then extracted three times with EtOAc. The combined organic layers were dried (MgSO4), filtered and evaporated. The afforded residue was purified by column chromatography (DCM/MeOH 98/2→94/6) which gave the title compound (320 mg, 97%), MS (M+H)+515.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08937080B2
Source datasetuspto-grants-2015_01
ORD IDord-28bead235f5a4ca4b17a193b80052071
Source noteuspto-grants-2015_01