반응 #809295

반응 방정식

Fluoronitrobenzene

triethylamine

Ethyl acetate

2-methyl-piperazine

→

aniline

2-(3-Methylpiperazin-1-yl)phenylamine

용매

DMF

반응 조건

후처리

1. 1
   온도to cool to room temperature before the solvent
2. 2
   추출the product was extracted with diethyether (2×200 mL)
3. 3
   추출extracted with ethyl acetate (2×200 mL)
4. 4
   세척washed with saturated brine
5. 5
   건조dried over magnesium sulfate
6. 6
   여과filtered
7. 7
   농축the filtrate was concentrated in vacuo
8. 8
   workup.DISSOLUTIONThe product (10.5 g) was dissolved in ethanol (250 mL)
9. 9
   workup.ADDITIONPalladium on charcoal catalyst (10% w/w, 2.2 g) was added to the solution
10. 10
    여과The solution was filtered
11. 11
    기타the solvents evaporated in vacuo

실험 절차

Fluoronitrobenzene (7.1 g, 50 mmol) was dissolved in DMF (100 mL) containing triethylamine (10 g, 100 mmol) and placed under a nitrogen atmosphere. To the solution was added 2-methyl-piperazine (5.5 g, 55 mmol). The reaction was heated to 80° C. for 16 hours. The reaction was allowed to cool to room temperature before the solvent was reduced to half volume in vacuo. Ethyl acetate (200 mL) and ice-water (250 mL) were added to the solution and the product was extracted with diethyether (2×200 mL). The aqueous phase was saturated with sodium chloride and extracted with ethyl acetate (2×200 mL). The organic phases were combined, washed with saturated brine, dried over magnesium sulfate, filtered and the filtrate was concentrated in vacuo. The product (10.5 g) was dissolved in ethanol (250 mL). Palladium on charcoal catalyst (10% w/w, 2.2 g) was added to the solution and the solution was hydrogenated in a Parr apparatus at 3 bar for 3 hours. The solution was filtered and the solvents evaporated in vacuo to give the aniline product. Yield (8.0 g, 83%)

출처