Boron tribromide → 1-Isobutyl-1H-indazol-5-ol

HRID 909226Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 909226
[CH2:1]([N:5]1[C:13]2[C:8](=[CH:9][C:10]([O:14]C)=[CH:11][CH:12]=2)[CH:7]=[N:6]1)[CH:2]([CH3:4])[CH3:3].B(Br)(Br)Br>ClCCl>[CH2:1]([N:5]1[C:13]2[C:8](=[CH:9][C:10]([OH:14])=[CH:11][CH:12]=2)[CH:7]=[N:6]1)[CH:2]([CH3:4])[CH3:3]

Komponenten

4

Edukt 2

HCID 25134Boron tribromideHCID 574187691-Isobutyl-5-methoxy-1H-indazole

Produkt 1

HCID 574187701-Isobutyl-1H-indazol-5-olAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
-78 °C

Versuchsvorschrift

To a cooled (−78° C.) solution of 1-isobutyl-5-methoxy-1H-indazole (2.57 g, 12.6 mmol) in dichloromethane (100 mL) was added BBr3 (25 mL of 1M solution in dichloromethane). The mixture was stirred at −78° C. for 2 hours and then warmed to room temperature and stirred for 18 hours. The reaction mixture was poured into ice water and extracted with dichloromethane. The organic extract was filtered and concentrated under reduced pressure to afford 2.3 g of solid (96% yield).

Aufarbeitung

  1. temperaturewarmed to room temperature
  2. stirringstirred for 18 hours
  3. extractionextracted with dichloromethane
  4. extractionThe organic extract
  5. filtrationwas filtered
  6. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-ff8535ee77014ad99e0291c540aaad12
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08017641B2

Notizen zur Reaktion

Wird geladen…