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

HRID 1715648Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1715648
[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-3f81ba0ed27944bf9581d24647e14949
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07799782B2

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