反応 #156281

反応方程式

ammonium chloride

5-(4-bromo-2-nitrophenyl)-1-cyclopentyl-1H-pyrazole

tetrahydrofuran

ethanol

→

5-bromo-2-(1-cyclopentyl-1H-pyrazol-5-yl)aniline

収率 91.3%

溶媒

water

反応条件

後処理

1. 1
   温度by heating
2. 2
   温度to reflux for 4 hours
3. 3
   温度cooling to room temperature
4. 4
   ろ過The insoluble material was filtered through celite
5. 5
   濃縮the filtrate was concentrated
6. 6
   workup.ADDITIONa mixture of chloroform/water
7. 7
   workup.ADDITIONwas added
8. 8
   その他The aqueous layer was separated
9. 9
   洗浄the organic layer was washed with saturated brine
10. 10
    乾燥dried over anhydrous magnesium sulfate
11. 11
    その他The solvent was evaporated under reduced pressure
12. 12
    その他the residue was purified by silica gel column chromatography (n-hexane/ethyl acetate)

実験手順

To a mixture of 980 mg of 5-(4-bromo-2-nitrophenyl)-1-cyclopentyl-1H-pyrazole, 9.8 mL of tetrahydrofuran, 19.6 mL of ethanol, and 2.9 mL of water was added 102 mg of ammonium chloride, followed by heating at 70° C. 1.03 g of reduced iron was added thereto, followed by heating to reflux for 4 hours, and cooling to room temperature. The insoluble material was filtered through celite, the filtrate was concentrated, and a mixture of chloroform/water was added thereto. The aqueous layer was separated, and then the organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (n-hexane/ethyl acetate) to obtain 815 mg of 5-bromo-2-(1-cyclopentyl-1H-pyrazol-5-yl)aniline.

出典