Reaktion #1519134

Reaktionsgleichung

2,3,4,5-tetrafluorobenzoyl chloride

Potassium ethyl malonate

MgCl2

→

Ethyl-(2′,3′,4′,5′-tetrafluorobenzoyl)-ethanoate

Lösungsmittel

acetonitrile

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAfter removal of volatiles in vaccuo Toluene (30 ml)
2. 2
   workup.ADDITIONwas added
3. 3
   Sonstigeremoved in vacuo
4. 4
   workup.ADDITIONthe addition of toluene (60 ml), HCl 1.5 M (40 ml)
5. 5
   workup.ADDITIONwas added cautiously
6. 6
   Sonstigedid not exceed 25° C
7. 7
   WaschenThe organic fraction was washed with HCl 1.5 M (2×25 ml) and water (2×25 ml)
8. 8
   Trocknendried over MgSO4

Vorschrift

Potassium ethyl malonate (3.66 g, 21.5 mmol), MgCl2 (2.44 g, 25.7 mmol) and TEA (2.05 g, 20.3 mmol) were mixed in acetonitrile (70 ml) at 10-15° C. for 2.5 hr. 2,3,4,5-tetrafluorobenzoyl chloride (2.00 g, 10.3 mmol) in acetonitrile (10 ml) was added at 0° C. over 15 min followed by a second addition of TEA (0.23 g, 2.3 mmol). After allowing to warm to RT, the mixture was stirred for 16 hr. After removal of volatiles in vaccuo Toluene (30 ml) was added and removed in vacuo. Following the addition of toluene (60 ml), HCl 1.5 M (40 ml) was added cautiously, ensuring the temperature did not exceed 25° C. The organic fraction was washed with HCl 1.5 M (2×25 ml) and water (2×25 ml), dried over MgSO4 and reduced to a light orange oil in vacuo ([M+1]+ 265, 98%).

Quelle