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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 333371Generated: October 28, 2026

Hydrochloric Acid → 4-[(5E)-5-(5,6-difluoro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)-2,2-dimethyl-2,5-dihydro furan-3-yl]benzoic acid

https://huagongshe.com/reaction/333371

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantMeOH tetrahydrofuranHCID 21899815—
Reactantmethyl 4-[(5E)-5-(5,6-difluoro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)-2,2-dimethyl-2,5-dihydrofuran-3-yl]benzoateHCID 58926140—
SolventWaterHCID 962—
Product4-[(5E)-5-(5,6-difluoro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)-2,2-dimethyl-2,5-dihydro furan-3-yl]benzoic acidHCID 58926395—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of methyl 4-[(5E)-5-(5,6-difluoro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)-2,2-dimethyl-2,5-dihydrofuran-3-yl]benzoate (100 mg, 0.25 mmol) in a 1:1 mixture of THF/MeOH (5 mL/5 mL), was added 1M NaOH (2 mL). The mixture was heated in 60° C. bath for 1.5 hours, poured into 100 mL of water and acidified with 2M HCl (2 mL). The precipitates were filtered, washed with water, and dried in vacuum to give 4-[(5E)-5-(5,6-difluoro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)-2,2-dimethyl-2,5-dihydrofuran-3-yl]benzoic acid as yellow solid. Yield: 90 mg, 93%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877923B2
Source datasetuspto-grants-2014_11
ORD IDord-97ba2d8dd8d043a19eca288b3d90282b
Source noteuspto-grants-2014_11