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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 403700Generated: October 30, 2026

Water → (S)-Methyl 2-(6-(4-aminophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

https://huagongshe.com/reaction/403700

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrahydrofuranHCID 8028—
ReactantAmmonium ChlorideHCID 25517—
Reactant(S)-Methyl 3-methyl-2-(6-(4-nitrophenyl)-1-oxoisoindolin-2-yl)butanoateHCID 131731440—
CatalystIronHCID 23925—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
Product(S)-Methyl 2-(6-(4-aminophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoateHCID 131731441—

Reaction Steps

The compound of example 5 (0.9 g, 0.00244 mol), iron (0.32 g, 0.0057 mol) and ammonium chloride (0.551 g, 0.0103 mol) were taken in EtOH:THF:H2O (15.5 mL, 9:4.5:2.25). The reaction mixture was refluxed for about 16 h. After completion of the reaction, the reaction mixture was filtered through celite. The filtrate was concentrated to obtain a solid residue which was dissolved in ethyl acetate and washed with water and brine, dried over anhydrous sodium sulfate and concentrated to obtain a crude product, which was purified by column chromatography (silicagel, 30% ethyl acetate in petroleum ether).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748426B2
Source datasetuspto-grants-2014_06
ORD IDord-c716bd7ada7b40d8ae855d48f83b9132
Source noteuspto-grants-2014_06