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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1869304Generated: November 1, 2026

Ethanol → 4-amino-2,3-dihydro-1H-isoindol-1-one

https://huagongshe.com/reaction/1869304

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantMethyl 2-(azidomethyl)-3-nitrobenzoateHCID 71417999—
CatalystPalladiumHCID 23938—
SolventAcetic AcidHCID 176—
Product4-amino-2,3-dihydro-1H-isoindol-1-oneHCID 985551362.9%

Reaction Steps

1 g (4.2 mmol) of 2-(azidomethyl)-3-nitrobenzoic acid methyl ester is added to 10 ml of ethanol and 2 ml of glacial acetic acid and mixed with 148.5 mg of Pd/C. After stirring overnight at room temperature under hydrogen atmosphere, the catalyst is suctioned off via a glass-fiber filter, and the filtrate is evaporated to the dry state. The residue is chromatographed on a Flashmaster (mobile solvent). 391.5 mg (62.4%) of the desired compound is isolated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07638515B2
Source datasetuspto-grants-2009_12
ORD IDord-27c20470dba54d1ca3023dfbcba4ba4b
Source noteuspto-grants-2009_12