반응 #2358450

반응 방정식

hydrogen

2,3,4,5-tetrafluoro-6-methylbenzoic acid

potassium hydroxide

pentaethylene hexamine

→

3,4,6-trifluoro-2-methylbenzoic acid

수율 80.1%

용매

water

ethanol

반응 조건

후처리

1. 1
   여과the reaction mixture was filtrated through celite
2. 2
   세척the filtrate was washed with diethyl ether
3. 3
   추출extracted with dichloromethane
4. 4
   기타After evaporating the solvent
5. 5
   기타the residue was purified by silica gel column chromatography (eluent; ethyl acetate:n-hexane=1:3)

실험 절차

To a solution of 1.04 g of 2,3,4,5-tetrafluoro-6-methylbenzoic acid in 15 ml of ethanol were added 840 mg of potassium hydroxide, 232 mg of pentaethylene hexamine and 200 mg of 20% palladium hydroxide. The mixture was stirred in a hydrogen atmosphere at room temperature for 3 hours. After addition of water, the reaction mixture was filtrated through celite and the filtrate was washed with diethyl ether. The aqueous layer was adjusted to pH 1 with concentrated hydrochloric acid and extracted with dichloromethane. After evaporating the solvent, the residue was purified by silica gel column chromatography (eluent; ethyl acetate:n-hexane=1:3) to give 761 mg of 3,4,6-trifluoro-2-methylbenzoic acid (yield: 80%).

출처