Reaktion #480776

ord-d2dd6c63b71c4d2492a86f0346c5eef9

Reaktionsgleichung

CC1(C)OC(=O)CC(=O)O1
Meldrum's acid
COC([O-])[O-]
methyl orthoformate
COc1ccc(N)cc1O
3-Hydroxy-4-methoxyaniline
COc1ccc(NC=C2C(=O)OC(C)(C)OC2=O)cc1O
5-((3-hydroxy-4-methoxyanilino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione
Ausbeute 82.0%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturthe solution was heated
  2. 2
    Temperaturat reflux for 15 minutes
  3. 3
    TemperaturAfter cooling
  4. 4
    FiltrationThe precipitate was collected by filtration
  5. 5
    Waschenwashed with methyl orthoformate
  6. 6
    Sonstigedried under vacuum

Vorschrift

A solution of Meldrum's acid (32 g, 22.2 mmol)in methyl orthoformate (200 ml) was stirred at 100° C. 3-Hydroxy-4-methoxyaniline (28 g, 20 mmol) was added and the solution was heated at reflux for 15 minutes. After cooling, the mixture was stirred overnight at ambient temperature. The precipitate was collected by filtration, washed with methyl orthoformate followed by ether and dried under vacuum to give 5-((3-hydroxy-4-methoxyanilino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione (47.5 g, 82%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06809097B1uspto-grants-2004_10