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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 555380Generated: October 26, 2026

Sodium Hydroxide → 4-[4-(Cyclopropanecarbonyl-amino)-cyclohexyloxy]-benzoic acid

https://huagongshe.com/reaction/555380

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant4-[4-(Cyclopropanecarbonylamino)cyclohexyloxy]benzoic acid ethyl esterHCID 66630299—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product4-[4-(Cyclopropanecarbonyl-amino)-cyclohexyloxy]-benzoic acidHCID 66629395—

Reaction Steps

To a solution of 4-[4-(cyclopropanecarbonylamino)cyclohexyloxy]benzoic acid ethyl ester (4.75 g, 14.3 mmol) in EtOH (30 mL) and THF (10 mL) was added NaOH (2.29 g, 57.3 mmol) in 10 ml of water. Stirring was continued at ambient for 17 hrs. The solvents were removed under vacuum, water (50 mL) was added and the whole extracted with EtOAc. The aqueous layer was acidified to pH ˜2 with 2N HCl and the white precipitate obtained was filtered off and washed with hexane affording 4.0 g (92%) of 4-[4-(cyclopropanecarbonyl-amino)-cyclohexyloxy]-benzoic acid as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08053447B2
Source datasetuspto-grants-2011_11
ORD IDord-1d55ee6a014448cfaea2afffa60245d3
Source noteuspto-grants-2011_11