Reacción #980698

Ecuación de reacción

6-fluorosalicylic acid

N,N-dimethylhydroxylamine hydrochloride

triethylamine

water

→

3-fluoro-2-(N,N-dimethylaminooxycarbonyl)phenol

Disolventes

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONthe resulting mixed solution
2. 2
   workup.STIRRINGwas stirred at room temperature for 7 hours
3. 3
   Extracciónextracted with ethyl acetate
4. 4
   LavadoThe organic layer was washed with a saturated aqueous sodium chloride solution
5. 5
   Secadodried over anhydrous magnesium sulfate
6. 6
   OtroThe solvent was removed under reduced pressure
7. 7
   Otrothe residue obtained

Procedimiento

1.56 Grams of 6-fluorosalicylic acid was dissolved in 20 ml of tetrahydrofuran, and 1.94 g of N,N'-carbonyldiimidazole was added. After stirring at room temperature for 30 minutes, 1.47 g of N,N-dimethylhydroxylamine hydrochloride and 1.52 g of triethylamine were added, and the resulting mixed solution was stirred at room temperature for 7 hours. The reaction solution was poured into water and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue obtained was subjected to column chromatography to obtain 0.6 g of 3-fluoro-2-(N,N-dimethylaminooxycarbonyl)phenol.

Fuente