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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1258201Erstellt: 25. Oktober 2026

Acetic Acid → 6-fluoro-5-methyl-1H-indole

https://huagongshe.com/reaction/1258201

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktWaterHCID 962—
EduktBenzyl 2-cyano-2-(4-fluoro-5-methyl-2-nitrophenyl)acetateHCID 58437495—
EduktHCID 178418361HCID 178418361—
KatalysatorHCID 178418390HCID 178418390—
LösungsmittelEthanolHCID 702—
Produkt6-fluoro-5-methyl-1H-indoleHCID 277461176,6%

Reaktionsschritte

To a solution of cyano-(4-fluoro-5-methyl-2-nitrophenyl)acetic acid benzyl ester (1.54 g), acetic acid (7 mL) and water (7 mL) in ethanol (15 mL) was added 10% palladium-carbon (0.154 g) under an argon atmosphere. This reaction mixture was stirred at room temperature for 60 hours under a hydrogen atmosphere. After water was added to this reaction mixture, hydrogen was exchanged by argon. The insoluble material was removed by filtration, and this filtrate was extracted with diethyl ether. This organic layer was washed with brine, and dried over anhydrous magnesium sulfate, and filtered. The solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: ethyl acetate/n-hexane=75/25) to give the title compound (0.536 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08466152B2
Quelldatensatzuspto-grants-2013_06
ORD IDord-62b7897db0064c56a669822b4ca8f21c
Quellennotizuspto-grants-2013_06