Reaktion #64717

ord-6029f0ddbc5f49ef962aebcb76173fc8

Reaktionsgleichung

O=C([O-])O
hydrogencarbonate
CO
methanol
COc1ccc(NC(=O)c2ccccc2C(c2ccc(OC(C)=O)cc2)c2ccc(OC(C)=O)cc2)c(OC)c1
Compound 2
COc1ccc(NC(=O)c2ccccc2C(c2ccc(OC(C)=O)cc2)c2ccc(OC(C)=O)cc2)c(OC)c1
2-[Bis(4-acetoxyphenyl)methyl]-N-(2,4-dimethoxyphenyl)benzamide
COc1ccc(NC(=O)c2ccccc2C(c2ccc(O)cc2)c2ccc(O)cc2)c(OC)c1
desired product
Ausbeute 56.0%
COc1ccc(NC(=O)c2ccccc2C(c2ccc(O)cc2)c2ccc(O)cc2)c(OC)c1
2-[Bis(4-hydroxyphenyl)methyl]-N-(2,4-dimethoxyphenyl)benzamide
Ausbeute 56.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturthe suspension was heated
  2. 2
    Temperaturunder reflux for 30 minutes
  3. 3
    EinengenThe resulting mixture was concentrated under reduced pressure, and water
  4. 4
    workup.ADDITIONwas added to the residue
  5. 5
    ExtraktionThe resulting mixture was extracted with ethyl acetate
  6. 6
    Trocknenthe extract was dried over anhydrous magnesium sulfate
  7. 7
    EinengenAfter concentration under reduced pressure
  8. 8
    Sonstigethe residue was recrystallized

Vorschrift

In a mixture of 50 ml of saturated aqueous sodium. hydrogencarbonate solution and 50 ml of methanol was suspended 2.6 g of Compound 2 prepared in Example 1, and the suspension was heated under reflux for 30 minutes. The resulting mixture was concentrated under reduced pressure, and water was added to the residue. The resulting mixture was extracted with ethyl acetate, and the extract was dried over anhydrous magnesium sulfate. After concentration under reduced pressure, the residue was recrystallized to afford 1.23 g of the desired product.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05413997uspto-grants-1995_05