Reaktion #63564

ord-f276d13413624499a24384605d8576bb

Reaktionsgleichung

COc1ccc(Cc2cc(Oc3c(C)cc(C=O)cc3C)ccc2OC)cn1
2-Methoxy-5-(2-methoxy-5-(2,6-dimethyl-4-formylphenoxy)benzyl)-pyridine
CC(=O)NCC(=O)O
N-acetylglycine
CC(=O)[O-].[Na+]
sodium acetate
COc1ccc(Cc2cc(Oc3c(C)cc(C=C4N=C(C)OC4=O)cc3C)ccc2OC)cn1
2-methyl-4-(3,5-dimethyl-4-(4-methoxy-3-(6-methoxy-3-pyridylmethyl)-phenoxy)-benzal)-5-oxazolone
Ausbeute 64.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturThe solution was cooled
  2. 2
    Sonstigeevaporated
  3. 3
    Sonstigeto leave a brown gum which
  4. 4
    Sonstigewas triturated with water

Vorschrift

2-Methoxy-5-(2-methoxy-5-(2,6-dimethyl-4-formylphenoxy)benzyl)-pyridine (10.84 g), N-acetylglycine (5.38 g), sodium acetate (3.77 g) and acetic anhydride (70 ml) were stirred at 100±5°, (oil bath temperature) for 24 hours. The solution was cooled and evaporated to leave a brown gum which was triturated with water, then with methanol to afford 2-methyl-4-(3,5-dimethyl-4-(4-methoxy-3-(6-methoxy-3-pyridylmethyl)-phenoxy)-benzal)-5-oxazolone as a yellow solid (8.27 g, 64%), m.p. 164°-165°.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04766121uspto-grants-1988_08