Triethylamine → Oct-2-enyl acetate

HRID 892635

Reaktionsgleichung

Reaktionsgleichung von HRID 892635
[C:1]([O:4][CH2:5][CH:6]=[CH:7][CH2:8][CH2:9][CH2:10][CH:11]=[CH2:12])(=[O:3])[CH3:2].C(N(CC)CC)C>C(O)C>[C:1]([O:4][CH2:5][CH:6]=[CH:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])(=[O:3])[CH3:2].[C:1]([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])(=[O:3])[CH3:2]

Komponenten

5

Edukt 2

HCID 8471TriethylamineHCID 190132,7-Octadien-1-ol, 1-acetate

Produkt 2

HCID 8164Octyl AcetateAusbeute 23,6 %HCID 102248Oct-2-enyl acetateAusbeute 63,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 33.6 grams of 1-acetoxyocta-2,7-diene (I), 0.30 g RuCl2 (PPh3)3, 1.5 ml triethylamine and 120 ml ethanol was heated in a 300 ml stainless steel autoclave under a hydrogen pressure of 450 psi at 30° C. After three hours the rate of hydrogenation was greatly decreased and the pressure drop corresponded to approximately the theoretical amount (0.2 moles). The reaction was stopped, the catalyst filtered off and the crude product analyzed by GC to give 12.5% I, 63.7% 1-acetoxyoct-2-ene (II), and 23.6% 1-acetoxyoctane (III). This corresponds to a selectivity of 72.8% for the formation of II at a 87.5% conversion of I.

Aufarbeitung

  1. filtrationthe catalyst filtered off

Quellen und Nachweise

ORD-Eintrag
ord-10021cf70af14a6da6cba3c07fc5e37f
Quelldatensatz
uspto-grants-1992_06
Patentnummer
US05118837

Verknüpfte Notizen

Wird geladen…