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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2365327Generated: October 28, 2026

Citric Acid → 4-(Pyridin-2-yloxy)benzoic acid

https://huagongshe.com/reaction/2365327

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantLithium HydroxideHCID 3939—
ReactantTetrahydrofuranHCID 8028—
ReactantMethyl 4-(pyridin-2-yloxy)benzoateHCID 9991408—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product4-(Pyridin-2-yloxy)benzoic acidHCID 2226205287%

Reaction Steps

A mixture of 44b (430 mg, 1.87 mmol), LiOH (180 mg, 7.5 mmol), THF (3 mL), MeOH (3 mL), and H2O (3 mL) was stirred at room temperature for 4 h. Then the reaction mixture was acidified with 15% citric acid (10 mL). The mixture was extracted with EtOAc. The organic layer was washed with brine, dried over Na2SO4, and concentrated to give 44c (350 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697684B2
Source datasetuspto-grants-2014_04
ORD IDord-d38c0344878f4d92ba5b52830daf73fa
Source noteuspto-grants-2014_04