Hydrochloric Acid → Bis(3-isobutylphenyl)methanol
Reaktionsgleichung
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][CH:9]([CH3:11])[CH3:10])[CH:3]=1.[Mg].BrCCBr.[CH2:17]([C:21]1[CH:22]=[C:23]([CH:26]=[CH:27][CH:28]=1)[CH:24]=[O:25])[CH:18]([CH3:20])[CH3:19].Cl>O1CCCC1.II.C(OCC)(=O)C>[CH2:17]([C:21]1[CH:22]=[C:23]([CH:24]([C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][CH:9]([CH3:11])[CH3:10])[CH:3]=2)[OH:25])[CH:26]=[CH:27][CH:28]=1)[CH:18]([CH3:20])[CH3:19]Komponenten
9
Edukt 5
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 3
Reaktionsbedingungen
- Temperatur
- 25 °C
Versuchsvorschrift
A mixture of 1-bromo-3-isobutylbenzene (3.16 g), magnesium (1.08 g), 1,2-dibromoethane (2.78 g) and iodine (10 mg) in tetrahydrofuran (10 ml) was refluxed for 1.5 hours. The mixture was cooled to 25° C., and a solution of 3-isobutylbenzaldehyde (2.40 g) in tetrahydrofuran (10 ml) was added at 25° C. After stirred for 1 hour at the same temperature, the mixture was poured into a mixture of ethyl acetate and 1N hydrochloric acid. The organic layer was separated, washed with water and brine, and dried over magnesium sulfate. After evaporation of the solvent, the residue was chromatographed on silica gel (200 g) eluting with 5% ethyl acetate in hexane to give bis(3-isobutylphenyl)methanol (2.90 g) as a colorless oil.
Aufarbeitung
- temperaturewas refluxed for 1.5 hours
- customThe organic layer was separated
- washwashed with water and brine
- dry with materialdried over magnesium sulfate
- customAfter evaporation of the solvent
- customthe residue was chromatographed on silica gel (200 g)
- washeluting with 5% ethyl acetate in hexane
Quellen und Nachweise
- ORD-Eintrag
- ord-ece20f6a2d4d4ebbba9253f0cded847e
- Quelldatensatz
- uspto-grants-1993_05
- Patentnummer
- US05212320
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