Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1948683Erstellt: 25. Oktober 2026

Potassium Carbonate → 6-bromo-1-(4-ethoxyphenyl)-1H-indole

https://huagongshe.com/reaction/1948683

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
EduktL-ProlineHCID 145742—
Edukt1-Ethoxy-4-iodobenzeneHCID 220700—
Edukt6-BromoindoleHCID 676493—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
LösungsmittelDimethyl SulfoxideHCID 679—
LösungsmittelWaterHCID 962—
Produkt6-bromo-1-(4-ethoxyphenyl)-1H-indoleHCID 6692024556,4%

Reaktionsschritte

A solution of 1.0 g (5 mmol) of 6-bromo-1H-indole, 1.06 g (4.15 mmol) of 4-iodophenetole, 1.45 g of potassium carbonate, 38.1 mg of copper(I) iodide and 42 mg of L-proline in 15 ml of dimethyl sulfoxide is heated at 120° C. for 15 hours. The reaction mixture is then cooled to room temperature, 30 ml of water are added, and the mixture is extracted three times with 20 ml of ethyl acetate each time. After the combined organic phases have been dried over sodium sulfate, the solvent is stripped off in a rotary evaporator, and the crude product is purified by column chromatography on silica gel (n-heptane/ethyl acetate 98:2), giving 0.74 g of 6-bromo-1-(4-ethoxyphenyl)-1H-indole as brownish resin; LC/MS: 317 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08399509B2
Quelldatensatzuspto-grants-2013_03
ORD IDord-d186617ecc044e7e8fe8929a61fdfec6
Quellennotizuspto-grants-2013_03