Reaktion #472341

Reaktionsgleichung

Water

triethylamine

3-cyano-4-methoxy-5-trifluoromethylbenzoyl chloride

5-trifluoromethyl-2,3-dihydro-1,3-benzothiazole

→

title compound

3-(3-cyano-4-methoxy-5-trifluoromethylbenzoyl)-5-trifluoromethyl-2,3-dihydro-1,3-benzothiazole

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe mixture was extracted with ethyl acetate
2. 2
   WaschenThe organic layer was washed with 1N hydrochloric acid, 1N sodium hydroxide and saturated brine
3. 3
   Trocknendried over anhydrous sodium sulfate
4. 4
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure
5. 5
   Sonstigethe obtained residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=8:1)

Vorschrift

5-trifluoromethyl-2,3-dihydro-1,3-benzothiazole was dissolved in dichloromethane (5 mL), and triethylamine (0.56 mL) and 3-cyano-4-methoxy-5-trifluoromethylbenzoyl chloride (839 mg) were added to the solution, and then the mixture was stirred at room temperature for 1.5 hours. Water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with 1N hydrochloric acid, 1N sodium hydroxide and saturated brine, and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the obtained residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=8:1) to obtain the title compound (479 mg) as a pale yellow amorphous product.

Quelle