Reaktion #75079

ord-9df9a5f124e640b991f8959aab202169

Reaktionsgleichung

C=C
ethylene
CCCC/C=C\Br
cis-1-bromo-1-hexene
C1COCCN1
morpholine
Cc1ccccc1P(c1ccccc1C)c1ccccc1C
tri-o-tolylphosphine
C=C/C=C\CCCC
cis-1,3-octadiene
Ausbeute 5.0%
CCCCC=CC(C)N1CCOCC1
N-oct-3-en-2-ylmorpholine
Ausbeute 84.0%
CC=CC(CCCC)N1CCOCC1
N-oct-2-en-4-ylmorpholine
Ausbeute 8.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturAfter cooling
  2. 2
    Sonstigethe reaction products were isolated as in Example 1

Vorschrift

A mixture of 10 mmoles cis-1-bromo-1-hexene, 30 mmoles morpholine, 4 ml of acetonitrile, 0.10 mmole palladium acetate and 0.20 mmole of tri-o-tolylphosphine was heated in a pressure vessel under 200 psig of ethylene at 100° C. for 2 hrs. After cooling, the pressure was released and the reaction products were isolated as in Example 1. There was obtained about 5% cis-1,3-octadiene, 84% N-oct-3-en-2-ylmorpholine and 8% N-oct-2-en-4-ylmorpholine.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04175187uspto-grants-1979_11