Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1503369Generated: October 30, 2026

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

https://huagongshe.com/reaction/1503369

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 numberUS09212153B2
Source datasetuspto-grants-2015_12
ORD IDord-05422a00136c433bb31595fb5e36e805
Source noteuspto-grants-2015_12