Reaktionsgleichung
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1/[CH:8]=[CH:9]/[CH2:10][OH:11].[CH3:12]COCC>CC([O-])=O.CC([O-])=O.[Pd+2]>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C@@H:8]1[CH2:12][C@H:9]1[CH2:10][OH:11]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
Pd(OAc)2 (13.3 mg, 0.06 mmol) was added to a solution of trans-3-(2-chlorophenyl)-2-propen-1-ol (100 mg, 0.59 mmol) in a solution of CH2N2 in Et2O (ca. 0.6 M, 25 mL). The reaction mixture was stirred at room temperature for 1 h. An additional amount of CH2N2 solution in Et2O (25 mL) was added and the mixture was stirred for 1 h. The mixture was filtered through diatomaceous earth and the filtrate was concentrated under reduced pressure. The residue was purified by flash chromatography (CH2Cl2:(CH3)2CO, 95:5) to yield the title compound (85.5 mg, 79% yield).
Aufarbeitung
- stirringthe mixture was stirred for 1 h
- filtrationThe mixture was filtered through diatomaceous earth
- concentrationthe filtrate was concentrated under reduced pressure
- customThe residue was purified by flash chromatography (CH2Cl2:(CH3)2CO, 95:5)
Quellen und Nachweise
- ORD-Eintrag
- ord-629f55f13a5c4eb086865d394351dcef
- Quelldatensatz
- uspto-grants-2010_01
- Patentnummer
- US07642277B2
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