Reaktion #411096

ord-adf99e6f273840459f17678167ea6b71

Reaktionsgleichung

CCCCC=CCCCCOC(C)=O
5-decenyl acetate
C=CCCCC
1-hexene
C=CCCCC(=O)O
5-hexenoic acid
→
CCCCC=CCCCC(=O)O
5-decenoic acid

Edukte

CCCCC=CCCCCOC(C)=O
5-decenyl acetate
C=CCCCC
1-hexene
C=CCCCC(=O)O
5-hexenoic acid

Reagenzien

[Cl][Ru]([Cl])(=[CH]c1ccccc1)([P](C1CCCCC1)(C1CCCCC1)C1CCCCC1)[P](C1CCCCC1)(C1CCCCC1)C1CCCCC1
Grubbs' catalyst

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

FIG. 6 shows an alternative synthesis of 5-decenyl acetate, in which 1-hexene is reacted with 5-hexenoic acid in the presence of Grubbs' catalyst to produce 5-decenoic acid that can be recrystallized, reduced to an alcohol, and acetylated to yield a greater than 90% E-5-decenyl acetate.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06215019B1uspto-grants-2001_04