Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1633615Generated: October 27, 2026

Potassium Carbonate → 5-(6-Bromo-hexyloxy)-1-(4-fluoro-phenyl)-1H-indole

https://huagongshe.com/reaction/1633615

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,6-DibromohexaneHCID 12368—
Reactant1-(4-Fluoro-phenyl)-1H-indol-5-olHCID 11481556—
SolventAcetoneHCID 180—
Product5-(6-Bromo-hexyloxy)-1-(4-fluoro-phenyl)-1H-indoleHCID 1174961268.3%

Reaction Conditions

Temperature55 °C

Reaction Steps

2.05 g (9 mmol) 1-(4-Fluoro-phenyl)-1H-indol-5-ol in 25 ml acetone were treated with 4.7 ml (30 mmol) 1,6-dibromohexane and 4.14 g (30 mmol) K2CO3 powder in 25 ml acetone. The mixture was stirred at 55° C. for 6 h, and at RT for 20 h. Acetone was added, and the suspension filtered. Purification of the crude product with column chromatography with hexane/EtOAc 49:1 yielded 2.4 g (68%) 5-(6-Bromo-hexyloxy)-1-(4-fluoro-phenyl)-1H-indole as colorless solid, MS: 389 (M, 1Br, 1Cl).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06503907B2
Source datasetuspto-grants-2003_01
ORD IDord-62f9ec50d4ff48f3a026ab2e9b29b156
Source noteuspto-grants-2003_01