반응 #51219

반응 방정식

2-chloro-5-nitropyridine

tetrahydrofuran

trans-4-aminocyclohexanol

triethylamine

tetrahydrofuran

→

trans-4-(5-nitro-2-pyridylamino)cyclohexanol

용매

Water

반응 조건

후처리

1. 1
   workup.ADDITIONwas further added
2. 2
   온도under ice-cooling
3. 3
   추출the mixture was extracted with chloroform
4. 4
   세척The extract was washed with brine
5. 5
   건조dried over anhydrous sodium sulfate
6. 6
   기타the solvent was removed under reduced pressure
7. 7
   기타The residue was purified by silica gel flash column chromatography (solvent: ethyl acetate-hexane (2:1))

실험 절차

To 150 ml of a tetrahydrofuran suspension containing 10 g of trans-4-aminocyclohexanol was added 15ml of triethylamine, 50 ml of a tetrahydrofuran solution containing 2-chloro-5-nitropyridine was further added thereto under ice-cooling, and then, the mixture was stirred at room temperature for 18 hours. Water was added to the reaction mixture and the mixture was extracted with chloroform. The extract was washed with brine, dried over anhydrous sodium sulfate, and the solvent was removed under reduced pressure. The residue was purified by silica gel flash column chromatography (solvent: ethyl acetate-hexane (2:1)) to obtain 8.52 g of trans-4-(5-nitro-2-pyridylamino)cyclohexanol.

출처