Reaktion #64709

Reaktionsgleichung

Hydrochloric acid

N-Methylformamide

triethyl amine

2-phenoxybenzoic acid

thionyl chloride

Trichloromethylchloroformate

→

title compound

Ausbeute 61.0%

N-methyl-2-(2-phenoxyphenyl)-2-oxoacetamide

Ausbeute 61.0%

Lösungsmittel

acetone

Water

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling
2. 2
   SonstigeA large amount of insoluble materials were precipitated
3. 3
   workup.ADDITIONTo the mixture was added 2-phenoxybenzoyl chloride which
4. 4
   workup.STIRRINGThe resulting mixture was stirred at bath temperature of 40° to 50° C. for 26 hours
5. 5
   workup.STIRRINGthe mixture was stirred for 12 hours
6. 6
   Extraktionwas then extracted with toluene
7. 7
   Sonstigepurified by column chromatography on silica gel

Vorschrift

N-Methylformamide (2.36 g, 40.0 mmol) and triethyl amine (8.08 g, 80.0 mmol) were dissolved in toluene (40 ml). Trichloromethylchloroformate (3.96 g, 20.0 mmol) was added dropwise slowly under ice-cooling while maintaining the inner temperature at 10° C. or lower. The mixture was stirred at the same temperature for 1 hour. A large amount of insoluble materials were precipitated. To the mixture was added 2-phenoxybenzoyl chloride which was prepared from 2-phenoxybenzoic acid (4.28 g, 20.0 mmol) and thionyl chloride (2.86 g, 24.0 mmol). The resulting mixture was stirred at bath temperature of 40° to 50° C. for 26 hours. 5N-Hydrochloric acid (12 ml) and acetone (20 ml) were added, and the mixture was stirred for 12 hours. Water was added to the mixture, which was then extracted with toluene and purified by column chromatography on silica gel to obtain the title compound (3.11 g, Yield: 61.0%).

Quelle