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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1061885Generated: October 26, 2026

HCID 22285066, compound → 7-bromo-2-methyl-1,2-dihydro-3H-benzo[e]isoindol-3-one

https://huagongshe.com/reaction/1061885

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 22285066HCID 22285066—
CatalystZincHCID 23994—
SolventAcetic AcidHCID 176—
Product7-bromo-2-methyl-1,2-dihydro-3H-benzo[e]isoindol-3-oneHCID 2228505686.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

7-Bromo-1-hydroxy-2-methyl-1,2-dihydro-3H-benzo[e]isoindol-3-one (1.03 g) was dissolved in acetic acid (25 ml) and zinc (3.0 g) was added. The mixture was stirred with heating at 100° C. for 3 hrs. The reaction mixture was filtered through celite and the filtrate was concentrated. The obtained residue was diluted with saturated aqueous sodium hydrogen carbonate and extracted with ethyl acetate. The extracted layer was dried over anhydrous magnesium sulfate and concentrated. The residue was purified by column chromatography (carrier: silica gel, developing solvent: hexane-ethyl acetate, 2:1-1:1). The obtained crystals were washed with diisopropyl ether to give the title compound (0.84 g) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06960586B2
Source datasetuspto-grants-2005_11
ORD IDord-c920cc83dc5e4f8b94829ac43959e0db
Source noteuspto-grants-2005_11