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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 472953Generated: October 25, 2026

3-(4-Bromophenyl)propionic acid → 1-Indanone, 6-bromo-

https://huagongshe.com/reaction/472953

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(4-Bromophenyl)propionic acidHCID 2735609—
ReactantAluminum(III) ChlorideHCID 6451240—
SolventDichloromethaneHCID 6344—
SolventThionyl ChlorideHCID 24386—
Product1-Indanone, 6-bromo-HCID 139778473.8%

Reaction Steps

A mixture of 3-(4-bromophenyl)propanoic acid (26 g, 12 mmol) in SOCl2 (50 mL) was refluxed overnight, the mixture was concentrated, then added to AlCl3 (80 g, 61 mmol) in DCM (100 mL), the mixture was stirred at room temperature overnight. The mixture was quenched with HCl aqueous, extracted with DCM, washed with brine, dried over Na2SO4, concentrated to give 6-bromo-indan-1-one (12 g, 48%). 1H-NMR (CD3OD): 2.65 (m, 2H), 3.06 (m, 2H), 7.31 (m, 1H), 7.62 (m, 1H), 7.80 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633212B2
Source datasetuspto-grants-2014_01
ORD IDord-048863f3e19545faafea1de964a80668
Source noteuspto-grants-2014_01