Réaction #63424

ord-39eba38794a340b28f97b842753e7fc2

Équation de réaction

N#Cc1ccccc1O
cyano-phenol
CCOC(=O)C(C(=O)OCC)C(=O)C(C)Oc1ccc(F)cc1
diethyl-2-(4'-fluoro-phenoxy)-propionyl-malonate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
→
CCOC(=O)C(C(=O)OCC)C(=O)C(C)Oc1ccc(Oc2ccc(C#N)cc2)cc1
desired compound
Rendement 86.0%
CCOC(=O)C(C(=O)OCC)C(=O)C(C)Oc1ccc(Oc2ccc(C#N)cc2)cc1
diethyl-2-[4'-(4"-cyano-phenoxy)-phenoxy]-propionyl-malonate
Rendement 86.0%

Réactifs

N#Cc1ccccc1O
cyano-phenol
CCOC(=O)C(C(=O)OCC)C(=O)C(C)Oc1ccc(F)cc1
diethyl-2-(4'-fluoro-phenoxy)-propionyl-malonate
O=C([O-])[O-].[K+].[K+]
potassium carbonate

Réactifs

Aucun

Solvants

CS(C)=O
dimethyl sulfoxide

Conditions de réaction

Température
60°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.ADDITIONare added
  2. 2
    FiltrationThe reaction mixture is filtered
  3. 3
    Autrethe filtrate is evaporated

Mode opératoire

11.9 g of cyano-phenol and 32.6 g of diethyl-2-(4'-fluoro-phenoxy)-propionyl-malonate are dissolved in 150 ml of dimethyl sulfoxide, whereupon 13.8 g of potassium carbonate are added and the reaction mixture is stirred at 60° C. for 6 hours. The reaction mixture is filtered and the filtrate is evaporated. Thus 36 g of the desired compound are obtained, yield 86%.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US04765825uspto-grants-1988_08