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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1633671Generated: October 30, 2026

Potassium Carbonate → (6-Bromo-hexyloxy)-1-(4-fluoro-phenyl)-2,3-dihydro-1H-indole

https://huagongshe.com/reaction/1633671

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,6-DibromohexaneHCID 12368—
Reactant1-(4-Fluoro-phenyl)-2,3-dihydro-1H-indol-5-olHCID 18679422—
SolventAcetoneHCID 180—
Product(6-Bromo-hexyloxy)-1-(4-fluoro-phenyl)-2,3-dihydro-1H-indoleHCID 1867951925%

Reaction Conditions

Temperature60 °C

Reaction Steps

460 mg (2 mmol) 1-(4-Fluoro-phenyl)-2,3-dihydro-1H-indol-5-ol in 6 ml acetone were treated with 830 mg (6 mmol) powdered K2CO3 and 1 ml (6 mmol) 1,6-dibromohexane. The suspension was stirred at 60° C. for 6 h, cooled to RT, diluted with acetone, filtered and concentrated. Column chromatography on silica gel with a gradient hexane to hexane/EtOAc 19:1 yielded 210 mg (25%) (6-Bromo-hexyloxy)-1-(4-fluoro-phenyl)-2,3-dihydro-1H-indole as yellow oil, MS: 392(MH+, 1Br).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06503907B2
Source datasetuspto-grants-2003_01
ORD IDord-d7c2dcd6c21f40408a54194e528230f5
Source noteuspto-grants-2003_01