Reaktion #453500

Reaktionsgleichung

3-(4-chloro-6-fluoro-2-formylbenzofuran-7-yl)-1-methyl-6-trifluoromethyluracil

Jones' reagent

water

→

desired product

Ausbeute 76.9%

3-(2-carboxy-4-chloro-6-fluorobenzofuran-7-yl)-1-methyl-6-trifluoromethyluracil

Ausbeute 76.9%

Lösungsmittel

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeat 5° C.
2. 2
   SonstigeAfter completion of the reaction
3. 3
   Extraktionextracted with ethyl acetate
4. 4
   WaschenThe organic layer was washed sequentially with water
5. 5
   Trocknena saturated sodium chloride aqueous solution and then dried over anhydrous magnesium sulfate
6. 6
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure
7. 7
   SonstigeThen, the obtained residue was purified by silica gel column chromatography

Vorschrift

1.5 g (3.84 mmol) of 3-(4-chloro-6-fluoro-2-formylbenzofuran-7-yl)-1-methyl-6-trifluoromethyluracil was dissolved in 20 ml of acetone, and a Jones' reagent was dropwise added thereto at 5° C. until the orange color no longer disappeared. After completion of the reaction, the reaction solution was poured into water and extracted with ethyl acetate. The organic layer was washed sequentially with water and a saturated sodium chloride aqueous solution and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. Then, the obtained residue was purified by silica gel column chromatography to obtain 1.2 g (yield: 76.9%) of the desired product as white crystals. Melting point: 267-268° C. (decomposed).

Quelle