Reaktion #1580083

Reaktionsgleichung

2,3,4,5,6-pentafluorobenzoic acid

2,2,3,3,4,4,5,5-octafluoropentanol

water

sodium hydride

→

4-(2,2,3,3,4,4,5,5-octafluoropentyloxy)-2,3,5,6-tetrafluorobenzoic acid

Ausbeute 46.2%

Lösungsmittel

N,N-dimethylformamide

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   WaschenThe separated organic layer was washed with water and brine
3. 3
   Trocknendried over magnesium sulfate
4. 4
   Sonstigeevaporated in vacuo
5. 5
   SonstigeThe residue was purified by chromatography on silica gel

Vorschrift

To a mixture of 2,3,4,5,6-pentafluorobenzoic acid (1 g) and 2,2,3,3,4,4,5,5-octafluoropentanol (1.18 g) in N,N-dimethylformamide (5 ml) was added 62% sodium hydride (0.39 g) at room temperature. The mixture was stirred at the same temperature for 1 hour, and thereto was added a mixture of water and ethyl acetate. The separated organic layer was washed with water and brine, dried over magnesium sulfate, and evaporated in vacuo. The residue was purified by chromatography on silica gel to give 4-(2,2,3,3,4,4,5,5-octafluoropentyloxy)-2,3,5,6-tetrafluorobenzoic acid (923.0 mg).

Quelle