Reaktion #10023

Reaktionsgleichung

water

methyllithium

N-methoxy-N-methyl-3-(2-trifluoromethylphenyl)acrylamide

ethyl acetate

→

title compound

4-(2-Trifluoromethylphenyl)-3-buten-2-one

Lösungsmittel

diethyl ether

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenthe mixture is washed three times with saturated sodium chloride solution
2. 2
   SonstigeThe organic phase is finally separated
3. 3
   Trocknendried with magnesium sulfate
4. 4
   Sonstigeevaporated under reduced pressure
5. 5
   SonstigeAfter purifying by flash chromatography

Vorschrift

11 g of N-methoxy-N-methyl-3-(2-trifluoromethylphenyl)acrylamide are dissolved in 150 ml of dry tetrahydrofuran under a nitrogen atmosphere, cooled to −78° C. and treated dropwise with 36 ml of a 1.4N solution of methyllithium in diethyl ether in 10 minutes. The solution is subsequently furthermore stirred at −78° C. for 2 h and then hydrolysed with water. 200 ml of ethyl acetate are now added at ambient temperature and the mixture is washed three times with saturated sodium chloride solution. The organic phase is finally separated, dried with magnesium sulfate and evaporated under reduced pressure. After purifying by flash chromatography, the title compound is thus obtained.

Quelle