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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942538Generated: November 3, 2026

Methanol → 1-(4-Methoxybutyl)-3,3-dimethyl-2-oxoindoline-6-carboxylic acid

https://huagongshe.com/reaction/1942538

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 1-(4-methoxybutyl)-3,3-dimethyl-2-oxoindoline-6-carboxylateHCID 67330620—
SolventTetrahydrofuranHCID 8028—
Product1-(4-Methoxybutyl)-3,3-dimethyl-2-oxoindoline-6-carboxylic acidHCID 67331008—

Reaction Conditions

Temperature65 °C

Reaction Steps

To methyl 1-(4-methoxybutyl)-3,3-dimethyl-2-oxoindoline-6-carboxylate (480 mg) were added 2N aqueous NaOH solution (5 ml), MeOH (5 ml), and THF (5 ml), and the mixture was stirred at 65° C. for one hour. After the reaction was complete, the solvent was concentrated, and to the resultant was added dropwise 2N aqueous hydrochloric acid solution. The precipitated crystals were extracted with ethyl acetate, and this ethyl acetate solution was washed with water and an aqueous sodium chloride solution, dried over magnesium sulfate, filtered, and concentrated. The obtained residue (400 mg) was used in the subsequent reaction without further treatment.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389511B2
Source datasetuspto-grants-2013_03
ORD IDord-910e1a4e7a7f408c97c4b501b9c5980e
Source noteuspto-grants-2013_03