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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 627001Generated: November 1, 2026

Citric Acid → HCID 118235798, compound

https://huagongshe.com/reaction/627001

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantHCID 118235620HCID 118235620—
SolventTetrahydrofuranHCID 8028—
ProductHCID 118235798HCID 11823579872.2%

Reaction Steps

To a solution of Example 311 (0.219 g, 0.358 mmol) in THF (4 mL) was added lithium hydroxide monohydrate (0.03 g, 0.716 mmol) and the mixture was stirred at room temperature for 4 h. The pH of the mixture was adjusted to ˜6 by the dropwise addition of a 10% aqueous solution of citric acid. The material was concentrated in vacuo, and the residue was washed with acetone, to furnish the title compound (0.135 g, 72%). δH (300 MHz, DMSO-d6) 8.57 (m, 3H), 7.66 (m, 1H), 7.51 (m, OH), 7.41 (dd, OH, J 9.3, 1.5 Hz), 7.23 (m, 1H), 7.09 (m, 2H), 6.99 (m, OH), 5.31 (m, OH), 3.95 (d, 4H, J 3.9 Hz), 3.20 (m, 2H), 2.25 (s, 3H). LCMS (pH 10): MH+ 523.2, RT 1.05 minutes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309243B2
Source datasetuspto-grants-2016_04
ORD IDord-7deec16a4e58478287a0f8a314fcc456
Source noteuspto-grants-2016_04