반응 #78895

반응 방정식

N-isopropyl-6-nitro-1,2,3,4-tetrahydrocarbazole

→

N-isopropyl-6-amino-1,2,3,4-tetrahydrocarbazole

수율 58.7%

용매

acetic acid

반응 조건

후처리

1. 1
   여과The reaction mixture was filtered
2. 2
   workup.ADDITIONthe filtrate was diluted by addition of water
3. 3
   추출extracted with dichloromethane
4. 4
   건조The organic layer was dried over anhydrous sodium sulfate
5. 5
   기타the solvent was evaporated under reduced pressure
6. 6
   기타The residue was purified by silica gel chromatography (eluent: dichloromethane/ethyl acetate=7/3)

실험 절차

The N-isopropyl-6-nitro-1,2,3,4-tetrahydrocarbazole (2.60 g) was dissolved in 100 mL of acetic acid, and the solution was added with 2.75 g of iron powder, warmed to 50° C. and stirred for 3 hours. The reaction mixture was filtered, and the filtrate was diluted by addition of water. The reaction mixture was made basic with 1 N sodium hydroxide solution, and extracted with dichloromethane. The organic layer was dried over anhydrous sodium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography (eluent: dichloromethane/ethyl acetate=7/3) to obtain 1.35 g of N-isopropyl-6-amino-1,2,3,4-tetrahydrocarbazole.

출처