Pyridinium chloride → 2-Butyl-6-fluoro-5-hydroxy-1-indanone

HRID 7888Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 7888
[CH2:1]([CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][C:9]([F:16])=[C:10]([O:14]C)[CH:11]=2)[C:6]1=[O:17])[CH2:2][CH2:3][CH3:4].Cl.N1C=CC=CC=1>>[CH2:1]([CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][C:9]([F:16])=[C:10]([OH:14])[CH:11]=2)[C:6]1=[O:17])[CH2:2][CH2:3][CH3:4]

Komponenten

3

Edukt 2

HCID 10176127Pyridinium chlorideHCID 119529412-Butyl-6-fluoro-5-methoxy-1-indanone

Produkt 1

HCID 219908852-Butyl-6-fluoro-5-hydroxy-1-indanoneAusbeute 95,1 %

Reaktionsbedingungen

Temperatur
200 °C

Versuchsvorschrift

A mixture of 2-butyl-6-fluoro-5-methoxy-1-indanone (2.0 g) and pyridine hydrochloride (15.0 g) was heated in an oil bath at 200° C. for 75 minutes. After cooling to room temperature, the mixture was partitioned between EtOAc (100 mL) and water (75 mL) containing brine (25 mL). The organic phase was washed with brine (50 mL), dried over MgSO4, filtered, and evaporated under vacuum to provide 2-butyl-6-fluoro-5-hydroxy-1-indanone (1.79 g) as a solid.

Aufarbeitung

  1. temperatureAfter cooling to room temperature
  2. customthe mixture was partitioned between EtOAc (100 mL) and water (75 mL)
  3. additioncontaining brine (25 mL)
  4. washThe organic phase was washed with brine (50 mL)
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customevaporated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-1a97121dbeb748ada83910f7c64b7fb6
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07087599B2

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