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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 356373Generated: November 1, 2026

Citric Acid → HCID 18630161, compound

https://huagongshe.com/reaction/356373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantTetrahydrofuranHCID 8028—
ReactantHCID 18630160HCID 18630160—
ReactantCID 53628100HCID 178418400—
SolventCyclohexaneHCID 8078—
ProductHCID 18630161HCID 1863016154%

Reaction Steps

The compound of Example 120 (0.0021 mol, 0.75 g) and 50 mL THF were cooled to -78° C. in a nitrogen atmosphere with magnetic stirring. 1.3M s-BuLi (0.0026 mol, 2 mL) in cyclohexane was added dropwise. After stirring for 30 min, 25 mL of 25% citric acid were added. The mixture was then extracted three times with ethyl acetate, the extracts combined and washed with brine and twice with water, dried (MgSO4) and concentrated. The title compound was recrystallized as a white solid from ethyl acetate/hexanes in 54% yield. m.p. 117°-119° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05834447
Source datasetuspto-grants-1998_11
ORD IDord-8169a04c3aca4b3ea81f4d4542bfc2f1
Source noteuspto-grants-1998_11