Reaktion #348118

ord-802c3cf9329a44dc8cd919d03efdded8

Reaktionsgleichung

CCCCC/C=C\C/C=C\CCCCCCCC(=O)O
linoleic
CCCCCCCCCCCCCCCCCC(=O)O
stearic acid
CCCCC[C@H]1O[C@H]1C/C=C\CCCCCCCC(=O)O
vernolic acid

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigefollowed by cold temperature (-20° C.) crystallization
  2. 2
    Sonstigeto yield a methylated product

Vorschrift

Vernolia oil undergoes saponification and acification followed by cold temperature (-20° C.) crystallization to yield a methylated product comprised of vernolic, palmitic, oleic, linoleic and stearic acid. The vernolic acid is isolated and further purified through a series of low temperature recrystalizations. The purified vernolic acid, ##STR1## is then hydrogenated to yield 12,13-epoxystearic acid, having the formula: ##STR2## The 12,13-epoxystearic acid is then oxidized to yield 12-oxododecanoic acid, ##STR3## By reacting the 12-oxododecanoic acid with hydroxylamine, 12-oxododecanoic acid oxime ##STR4## is formed. The Nylon-12 monomer, 12-aminododecanoic acid:

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05530148uspto-grants-1996_06