Reaktionsgleichung
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][CH3:9])[CH:3]=1.[Mg].[C:11](=[O:13])=[O:12].Cl>O1CCCC1>[CH2:8]([C:4]1[CH:3]=[C:2]([CH:7]=[CH:6][CH:5]=1)[C:11]([OH:13])=[O:12])[CH3:9]Komponenten
6
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A solution (45 mL) of 1-bromo-3-ethylbenzene (5.1 g, 28 mmol) in tetrahydrofuran was added dropwise to a mixture (5.0 mL) of magnesium turnings (0.74 g, 31 mmol) and tetrahydrofuran under an argon atmosphere, and the mixture was stirred as it was for 30 min. The reaction mixture was added to the crushed dry ice and the mixture was stirred as it was for 1 h. 1N Hydrochloric acid was added to the reaction mixture and the mixture was extracted with ethyl acetate. The extract was dried, filtrated and concentrated. The residue was purified by silica gel column chromatography (hexane-ethyl acetate=5:1) to give the title compound (3.87 g, yield 93%). oil.
Aufarbeitung
- stirringthe mixture was stirred as it
- waitwas for 1 h
- extractionthe mixture was extracted with ethyl acetate
- customThe extract was dried
- filtrationfiltrated
- concentrationconcentrated
- customThe residue was purified by silica gel column chromatography (hexane-ethyl acetate=5:1)
Quellen und Nachweise
- ORD-Eintrag
- ord-55867fb638f04e88989ba04dcdd31791
- Quelldatensatz
- uspto-grants-2005_11
- Patentnummer
- US06962933B1
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