2-Bromophenol → 1-Bromo-2-(2-methylpropoxy)benzene

HRID 1289178Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1289178
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].C([O-])([O-])=O.[K+].[K+].I[CH2:16][CH:17]([CH3:19])[CH3:18]>CC(C)=O>[CH2:16]([O:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[Br:1])[CH:17]([CH3:19])[CH3:18]

Komponenten

5

Edukt 3

HCID 72442-BromophenolHCID 10556Isobutyl iodideHCID 11430Potassium Carbonate

Produkt 1

HCID 189257731-Bromo-2-(2-methylpropoxy)benzeneAusbeute 25 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To a solution of 2-bromophenol (0.67 ml, 5.8 mmol) in 25 ml acetone was added K2CO3 (2.0 g, 14.5 mmol) and 1-iodo-2-methylpropane (0.75 ml, 6.4 mmol). The reaction mixture was heated to reflux for 19 h, cooled to ambient temperature and filtered. The solvent was removed under reduced pressure and the residue was taken up in EtOAc. The organic phase was washed with 1N NaOH×2, water and brine. Drying over Na2 SO4 afforded 330 mg (25%) of 2-isobutoxybromobenzene.

Aufarbeitung

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 19 h
  3. filtrationfiltered
  4. customThe solvent was removed under reduced pressure
  5. washThe organic phase was washed with 1N NaOH×2, water and brine
  6. customDrying over Na2 SO4

Quellen und Nachweise

ORD-Eintrag
ord-1a858d066ef94350b5e480fb11b0bdcb
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05747540

Notizen zur Reaktion

Wird geladen…