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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2046543Generated: October 27, 2026

Sodium Chloride → 5-Bromo-7-fluoro-2,3-dihydro-1H-inden-1-one

https://huagongshe.com/reaction/2046543

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantAluminum(III) ChlorideHCID 6451240—
Reactant1-(4-Bromo-2-fluorophenyl)-3-chloro-1-propanoneHCID 59473827—
Product5-Bromo-7-fluoro-2,3-dihydro-1H-inden-1-oneHCID 5947380555.6%

Reaction Conditions

Temperature180 °C

Reaction Steps

To a mixture of AlCl3 (37.5 g, 282.48 mmol) and NaCl (11 g, 188.32 mmol) was added 1-(4-bromo-2-fluoro-phenyl)-3-chloro-propan-1-one (5 g, 18.83 mmol) at 130° C. The reaction temperature was slowly increased to 180° C. and kept for 1 hour. It was cooled, the mixture was poured into ice and extracted twice with ethyl acetate (2×100 ml). The combined ethyl acetate phases were dried over Na2SO4 and evaporated to get the crude product which was purified by column chromatography (silica gel, 5-10% ethyl acetate/hexane) to give 2.4 g (55%) of the title compound as brown solid. MS: 229.2 (MH+, 1Br).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592426B2
Source datasetuspto-grants-2013_11
ORD IDord-8fb2f50ec9ad472dbd2052a68a42fd5a
Source noteuspto-grants-2013_11