Reaktionsgleichung
[CH2:1]([CH:5]1[CH2:7][O:6]1)[CH2:2][CH:3]=[CH2:4].[CH2:8]=[CH:9][CH2:10][CH2:11]CC>>[CH2:1]([CH:5]1[CH2:7][O:6]1)[CH2:2]/[CH:3]=[CH:4]/[CH2:8][CH2:9][CH2:10][CH3:11]Komponenten
3
Versuchsvorschrift
2-(But-3-enyl)oxirane (1.000 g, 10.2 mmol) and hex-1-ene (9.12 g, 102 mmol) were stirred at room temperature for 24 hr in a sealed scintillation vial with Zhan Catalyst-1 (0.057 g, 0.086 mmol). Solvent was removed under reduced pressure and the residue purified by column chromatography (0-10% EtOAc/n-hexane/silica) to give (±)-(E)-2-(oct-3-enyl)oxirane as a colorless oil. 1H NMR (CDCl3): δ 5.5-5.4 (m, 2H), 3.0-2.9 (m, 1H), 2.8-2.7 (m, 1H), 2.5-2.45 (m, 1H), 2.2-2.1 (m, 2H), 1.99 (q, 2H, J=5.7), 1.65-1.55 (m, 2H), 1.35-1.25 (m, 4H), 0.95-0.85 (m, 3H). Contains ca 20% (Z)-2-(oct-3-enyl)oxirane.
Aufarbeitung
- customSolvent was removed under reduced pressure
- customthe residue purified by column chromatography (0-10% EtOAc/n-hexane/silica)
Quellen und Nachweise
- ORD-Eintrag
- ord-45d8083bc6b14702951bfeb78591c615
- Quelldatensatz
- uspto-grants-2009_11
- Patentnummer
- US07612106B2
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