反応 #1726676

反応方程式

Fluoronitrobenzene

triethylamine

Ethyl acetate

2-methyl-piperazine

→

aniline

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

溶媒

DMF

反応条件

後処理

1. 1
   温度to cool to room temperature before the solvent
2. 2
   抽出the product was extracted with diethyether (2×200 mL)
3. 3
   抽出extracted with ethyl acetate (2×200 mL)
4. 4
   洗浄washed with saturated brine
5. 5
   乾燥dried over magnesium sulfate
6. 6
   ろ過filtered
7. 7
   濃縮the 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
    ろ過The solution was filtered
11. 11
    その他the solvents evaporated in vacuo

実験手順

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%)

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