Reaktion #62788

Reaktionsgleichung

water

oxalyl chloride

2-(2-Chloro-4-methanesulfonylbenzoyl)-cyclohexane-1,3-dione

dimethylformamide

→

3-chloro-2-(2chloro-4-methanesulfonylbenzoyl)cyclohex-2-enone

Ausbeute 70.1%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGThe resulting solution was stirred for 4 hours
2. 2
   Extraktionextracted with methylene chloride
3. 3
   WaschenThe organic layer was washed again with water, saturated K2CO3 solution
4. 4
   Trocknendried with MgSO4
5. 5
   Sonstigethe solvent evaporated

Vorschrift

2-(2-Chloro-4-methanesulfonylbenzoyl)-cyclohexane-1,3-dione (9.8 g, 30 millimole) was dissolved in 100 ml methylene chloride and stirred at room temperature. To this solution was added oxalyl chloride (5.7 g, 45 mmol) followed by dimethylformamide (0.5 ml) in portions small enough to control effervescence. The resulting solution was stirred for 4 hours and then poured into water and extracted with methylene chloride. The organic layer was washed again with water, saturated K2CO3 solution and then dried with MgSO4 and the solvent evaporated to yield 3-chloro-2-(2chloro-4-methanesulfonylbenzoyl)cyclohex-2-enone (7.3 g, 70%) as an oil which was used without further purification.

Quelle