반응 #160527

반응 방정식

cyano-(4-fluoro-5-methyl-2-nitrophenyl)acetic acid benzyl ester

acetic acid

water

water

hydrogen

→

title compound

수율 76.6%

6-Fluoro-5-methyl-1H-indole

수율 76.6%

용매

ethanol

반응 조건

후처리

1. 1
   기타The insoluble material was removed by filtration
2. 2
   추출this filtrate was extracted with diethyl ether
3. 3
   세척This organic layer was washed with brine
4. 4
   건조dried over anhydrous magnesium sulfate
5. 5
   여과filtered
6. 6
   기타The solvent was removed under reduced pressure
7. 7
   기타The residue was purified by column chromatography on silica gel (eluent: ethyl acetate/n-hexane=75/25)

실험 절차

To a solution of cyano-(4-fluoro-5-methyl-2-nitrophenyl)acetic acid benzyl ester (1.54 g), acetic acid (7 mL) and water (7 mL) in ethanol (15 mL) was added 10% palladium-carbon (0.154 g) under an argon atmosphere. This reaction mixture was stirred at room temperature for 60 hours under a hydrogen atmosphere. After water was added to this reaction mixture, hydrogen was exchanged by argon. The insoluble material was removed by filtration, and this filtrate was extracted with diethyl ether. This organic layer was washed with brine, and dried over anhydrous magnesium sulfate, and filtered. The solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: ethyl acetate/n-hexane=75/25) to give the title compound (0.536 g).

출처