Reaktion #2507843

Reaktionsgleichung

Hydrochloric acid

2-propynyl 2-chloro-4,5-difluorobenzoate

propargyl alcohol

sodium hydride

→

2-propynyl 2-chloro-5-fluoro-4-(2-propynyloxy)benzoate

Ausbeute 129.4%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling
2. 2
   Extraktionfollowed by extraction with ethyl acetate
3. 3
   WaschenThe resulting organic layer was washed sequentially with water
4. 4
   Trocknenan aqueous saturated sodium chloride solution, dried over magnesium sulfate
5. 5
   Einengenconcentrated under reduced pressure

Vorschrift

To a mixture of 150 ml of DMF, 12.7 g of 2-propynyl 2-chloro-4,5-difluorobenzoate and 3.4 g of propargyl alcohol was added 2.4 g of 60% sodium hydride (oily) under ice-cooling. The reaction mixture was stirred at room temperature overnight. Hydrochloric acid was added to the reaction mixture, followed by extraction with ethyl acetate. The resulting organic layer was washed sequentially with water and an aqueous saturated sodium chloride solution, dried over magnesium sulfate, and then concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography, and 19 g of 2-propynyl 2-chloro-5-fluoro-4-(2-propynyloxy)benzoate was obtained.

Quelle