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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2219809Generated: November 2, 2026

Sodium Chloride → 5-Bromo-3-methyl-2,3-dihydro-1h-inden-1-one

https://huagongshe.com/reaction/2219809

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
Reactant4'-Bromo-4-chlorobutyrophenoneHCID 78317—
ReactantAluminum(III) ChlorideHCID 6451240—
Product5-Bromo-3-methyl-2,3-dihydro-1h-inden-1-oneHCID 1367651889.6%

Reaction Conditions

Temperature180 °C

Reaction Steps

To a mixture of sodium chloride (1.23 g, 21.0 mmol) and aluminum chloride (5.0 g, 38.2 mmol) at 130° C. was added 1-(4-bromophenyl)-4-chlorobutan-1-one (1.0 g, 3.82 mmol) and the resulting mixture was heated to 180° C. for 20 minutes. The mixture was allowed to cool to room temperature and quenched by portionwise addition to a cold 1N HCl solution (150 mL). The mixture was extracted several times with dichloromethane. The combined organic layers were separated, dried over magnesium sulfate, filtered, and concentrated to give 5-bromo-3-methyl-indan-1-one (0.77 g, 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07414142B2
Source datasetuspto-grants-2008_08
ORD IDord-cf9e36cb0904470097a4cc611ff816e5
Source noteuspto-grants-2008_08