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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1442800Generated: October 26, 2026

Ammonia → 6-Bromo-2,3-dihydro-1H-isoindol-1-one

https://huagongshe.com/reaction/1442800

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantMethyl 5-bromo-2-(bromomethyl)benzoateHCID 12929136—
SolventMethanolHCID 887—
Product6-Bromo-2,3-dihydro-1H-isoindol-1-oneHCID 2222091967%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a saturated solution of NH3 in CH3OH (50 mL) was added 5-bromo-2-bromomethyl-benzoic acid methyl ester (4.8 g, 16 mmol). The reaction mixture was stirred in a sealed tube at 40° C. overnight. The mixture was cooled to room temperature and the resultant white solid was collected to afford 6-bromoisoindolin-1-one (2.2 g, 67%). 1H NMR (400 MHz, DMSO) δ 8.71 (s, 1H), 7.75 (d, 2H), 7.53 (s, 1H), 4.32 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07659268B2
Source datasetuspto-grants-2010_02
ORD IDord-6d18db27263446c2b609d1d77632f119
Source noteuspto-grants-2010_02