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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1098947Erstellt: 27. Oktober 2026

1-(4-Fluorophenyl)-5-methoxy-1H-indazole → 1-(4-Fluorophenyl)-1H-indazol-5-ol

https://huagongshe.com/reaction/1098947

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-(4-Fluorophenyl)-5-methoxy-1H-indazoleHCID 59339622—
LösungsmittelDichloromethaneHCID 6344—
Produkt1-(4-Fluorophenyl)-1H-indazol-5-olHCID 59339769—

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

1-(4-fluorophenyl)-5-methoxy-1H-indazole (147f, 3.32 g, 13.7 mmol) in CH2Cl2 (40 mL, dried over 4 Å mol sieves). Borontribromide solution (1M in dichloromethane, 35 mL, 35 mmol) was added and the mixture was stirred at 50° C. for 80 min. The reaction mixture was cooled to r.t., diluted with dichloromethane and washed with ice-cold sat. aqueous NaHCO3. Crude title compound crystallised from the organic phase at 8° C. Re-crystallization from methanol-water afforded 1-(4-fluorophenyl)-1H-indazol-5-ol as light grey needles (1.88 g). From the mother liquor was obtained by crystallization (methanol-water) additional title compound (0.7 g). Total yield 2.58 g (82%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08143290B2
Quelldatensatzuspto-grants-2012_03
ORD IDord-6a3c9639ed3449b191531289f55abf41
Quellennotizuspto-grants-2012_03