Reaktion #52129

ord-3c8ad07ec9e243c7b04ad3605668233c

Reaktionsgleichung

c1cnnnc1
triazine
Clc1nc(-c2ccc(Oc3ccccc3)cc2)nc(-c2ccc(Oc3ccccc3)cc2)n1
2-chloro-4,6-bis(4-phenoxyphenyl)-1,3,5-triazine
Cc1cccc(O)c1
m-cresol
[Al+3].[Cl-].[Cl-].[Cl-]
AlCl3
Cc1ccc(-c2nc(-c3ccc(Oc4ccccc4)cc3)nc(-c3ccc(Oc4ccccc4)cc3)n2)c(O)c1
2-(2-hydroxy-4-methylphenyl)-4,6-bis(4-phenoxyphenyl)-1,3,5-triazine

Lösungsmittel

Reaktionsbedingungen

Temperatur
70°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturThe reaction mixture was cooled to room temperature
  2. 2
    Sonstigequenched with water
  3. 3
    ExtraktionIt was then extracted with methylene chloride
  4. 4
    Sonstigethe organic layer separated
  5. 5
    Waschenwashed with water
  6. 6
    Sonstigedried
  7. 7
    Einengenconcentrated
  8. 8
    Sonstigeto give a crude product
  9. 9
    SonstigeThe crude product was crystallized from acetone

Vorschrift

A mixture of 0.9 gm of 2-chloro-4,6-bis(4-phenoxyphenyl)-1,3,5-triazine, 0.24 gm of m-cresol and 0.4 gm AlCl3 in 5 ml chlorobenzene was heated to 70° C. under nitrogen and efficient stirring. After about 4 hr at 70° C., the reaction mixture was analyzed by HPLC, which showed the formation of a new product, and almost disappearance of the starting triazine. The reaction mixture was cooled to room temperature and quenched with water. It was then extracted with methylene chloride, and the organic layer separated, washed with water, dried, and concentrated to give a crude product. The crude product was crystallized from acetone to give almost pure 2-(2-hydroxy-4-methylphenyl)-4,6-bis(4-phenoxyphenyl)-1,3,5-triazine identified by HPLC, NMR and mass spectroscopy.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06855269B2uspto-grants-2005_02