Toluene → HCID 14828908, Verbindung

HRID 2164518

Reaktionsgleichung

Reaktionsgleichung von HRID 2164518
C[C@H:2]1[C:7](=[O:8])C[C@H](C(C)=C)[CH2:4][CH2:3]1.[H][H].[C]=[O:15].[C:16]1([CH3:22])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(C(CCCC)C([O-])=O)C.[Rh+3].C(C(CCCC)C([O-])=O)C.C(C(CCCC)C([O-])=O)C>[CH3:22][CH:16]1[CH2:21][CH2:20][CH:19]([CH:3]([CH3:4])[CH2:2][CH:7]=[O:8])[CH2:18][C:17]1=[O:15]

Komponenten

6

Edukt 4

HCID 1140TolueneHCID 22227(+)-DihydrocarvoneHCID 178418361HCID 178418361, VerbindungHCID 178418416HCID 178418416, Verbindung

Produkt 1

HCID 14828908HCID 14828908, VerbindungAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 89395Hexanoic acid, 2-ethyl-, rhodium(3+) salt (3:1)Katalysator

Versuchsvorschrift

50 g of dihydrocarvone, 1.5 g of triphenylphosphene and 0.013 g of rhodium 2-ethylhexanoate are reacted as described in Example 1 in 200 ml of toluene at 150° C. and under 280 bar with a 1:1 mixture of hydrogen and carbon monoxide. The distillative working-up yields 51.5 g of 3-(4-methyl-3-oxocyclohexyl)-butyraldehyde (boiling point=98°-100° C./0.1 mbar, 86% of theory).

Quellen und Nachweise

ORD-Eintrag
ord-4387ec89b5434db88c9b85e05cc83f3b
Quelldatensatz
uspto-grants-1985_03
Patentnummer
US04505860

Verknüpfte Notizen

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