Réaction #710493

Équation de réaction

water

1-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]acetone

methyl iodide

potassium hydroxide

→

desired product

Rendement 39.0%

3-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]butan-2-one

Rendement 39.0%

Solvants

dimethoxyethane

Conditions de réaction

Traitement

1. 1
   TempératureAfter cooling
2. 2
   Extractionwas extracted twice with 150 mL of ethyl acetate
3. 3
   LavageThe organic phase was washed twice with 100 mL of water
4. 4
   Séchagedried over magnesium sulfate
5. 5
   Concentrationconcentrated
6. 6
   AutreAfter purification on silica

Mode opératoire

6.00 g of 1-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]acetone (Int-11) (27 mMol) (synthesis according to P10 and comm av.) and 5.75 g of methyl iodide (40.5 mMol) were diluted in 120 mL of dimethoxyethane. 3.03 g of potassium hydroxide were added portionwise at room temperature. After cooling, 100 mL of water were added to the reaction mixture which was extracted twice with 150 mL of ethyl acetate. The organic phase was washed twice with 100 mL of water, dried over magnesium sulfate and concentrated. After purification on silica, 0.67 g (39%) of desired product 3-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]butan-2-one (Int-12) were obtained, [M+1]=252.

Source