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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 38485Erstellt: 23. Oktober 2026

Acetic Anhydride → 1-(5-Bromo-3-methyl-1H-indazol-1-yl)ethan-1-one

https://huagongshe.com/de/reaction/38485

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AnhydrideHCID 7918—
EduktIsoamyl NitriteHCID 8053—
Edukt18-Crown-6HCID 28557—
EduktPotassium AcetateHCID 517044—
Edukt4-Bromo-2-ethylanilineHCID 2801283—
LösungsmittelChloroformHCID 6212—
Produkt1-(5-Bromo-3-methyl-1H-indazol-1-yl)ethan-1-oneHCID 59127382—

Reaktionsschritte

Acetic anhydride (4.73 ml) was added to the mixture of 4-bromo-2-ethylaniline (5.0 g) and KOAc (2.94 g) in CHCl3 (70 ml) and stirred for 30 minutes at reflux. Then isoamyl nitrite (6.65 ml) and 18-crown-6-ether (660 mg) was added to the reaction mixture and stirred for 12 h. under reflux. The reaction mixture was diluted with CHCl3, washed with water, and dried over sodium sulfate. After filtration and concentration, the residue was purified by silica gel chromatography (hexane/EtOAc), and crystallized from mixed solvent of hexane and CHCl3 to give intended compound as a yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08524730B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-7b5dffd064424629bd0d34f8d159136b
Quellennotizuspto-grants-2013_09