Heptenoic acid → Heptanoic Acid

HRID 374252

Reaktionsgleichung

Reaktionsgleichung von HRID 374252
[C:1]([OH:9])(=[O:8])[CH:2]=[CH:3][CH2:4][CH2:5][CH2:6][CH3:7].[H][H]>C(O)C.[Pd]>[C:1]([OH:9])(=[O:8])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Komponenten

5

Edukt 2

HCID 29373Heptenoic acidHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 8094Heptanoic AcidAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 5(Z)-7- [2,4,5-cis]-2-methyl-4-phenyl-1,3-dioxan-cis-5-yl)heptenoic acid (500 mg.) in absolute ethanol (10 ml.) containing 5% w/w palladium on charcoal catalyst (100 mg.) was stirred under an atmospheric pressure of hydrogen for 3 hours. The catalyst was separated by filtration through kieselguhr and the filtrate was evaporated to give 5(Z) 7- [2,4,5-cis]-2-methyl-4-phenyl-1,3-dioxan-cis-5-yl)heptanoic acid as a colourless oil in 99% yield; NMR: 0.8-1.8 (14H,m), 2.2 (2H,t,J=8 Hz), 3.8-4.25 (2H,m), 4.75-5.0 (2H,m), 7.14-7.4 (5H,m) and 8.5-9.3 (1H,br)pm; m/e: 307 (M+ +H).

Aufarbeitung

  1. customThe catalyst was separated by filtration through kieselguhr
  2. customthe filtrate was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-73a344f554b3405e84e924b5ddc0c363
Quelldatensatz
uspto-grants-1992_11
Patentnummer
US05166377

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