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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 966443Generated: October 30, 2026

Water → Celecoxib Carboxylic Acid

https://huagongshe.com/reaction/966443

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
Reactant4'-HydroxycelecoxibHCID 9908776—
ReactantJones' reagentHCID 131709961—
SolventAcetoneHCID 180—
ProductCelecoxib Carboxylic AcidHCID 10047220—

Reaction Steps

To the product from Example 11 in 2 mL of acetone was added 1.33 M Jones reagent until an orange color persisted. The reaction was poured into 20 mL of ethyl acetate and 20 mL of H2O and the organic layer separated, washed with saturated sodium bisulfite and dried over MgSO4. The crude product was filtered through silica gel/Celite to afford the title compound as a yellow solid: HRMS m/z 411.0507 (calc'd for C17H12N3O4SF3, 411.0500).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06951949B2
Source datasetuspto-grants-2005_10
ORD IDord-2dbcf1a02e3241a295f6c2c35e9fa91b
Source noteuspto-grants-2005_10