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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21089Generated: October 26, 2026

Water → 7-Amino-4-bromo-2,3-dihydroisoindol-1-one

https://huagongshe.com/reaction/21089

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylsilaneHCID 12052—
Reactant7-Amino-4-bromo-3-hydroxyisoindolinoneHCID 68491045—
SolventNitromethaneHCID 6375—
Product7-Amino-4-bromo-2,3-dihydroisoindol-1-oneHCID 1970193274.3%

Reaction Steps

7-Amino-4-bromo-3-hydroxyisoindolinone (3.11 g, 12.8 mmol) was dissolved in nitromethane (125 mL), and the solution was added with trifluoroacetic acid (9.90 mL, 128 mmol) and triethylsilane (4.10 mL, 25.6 mmol), followed by stirring at room temperature for 2 hours. The reaction mixture was added with water, extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogencarbonate solution and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by slurry using chloroform to obtain 7-amino-4-bromoisoindolinone (2.16 g, yield 74%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745641B2
Source datasetuspto-grants-2010_06
ORD IDord-dcddd7e42c624d299abe44804df57b43
Source noteuspto-grants-2010_06