反応 #3415

反応方程式

2-Chloro-3-methyl-5-nitropyridine

→

solid

収率 89.0%

5-Amino-2-chloro-3-methylpyridine

収率 89.0%

溶媒

H2O AcOH

反応条件

後処理

1. 1
   温度while maintaining the temperature below 40° C.
2. 2
   ろ過The mixture was filtered through celite
3. 3
   抽出the aqueous filtrate was extracted with EtOAc (4×)
4. 4
   洗浄The filter cake was washed with EtOAc
5. 5
   乾燥dried (MgSO4)
6. 6
   濃縮concentrated
7. 7
   その他chromatographed (silica gel; CHCl3 /MeOH, 98:2)

実験手順

2-Chloro-3-methyl-5-nitropyridine (15 g, 86.9 mmol; from Maybridge Chemical Co.) was dissolved in a solution of H2O/AcOH (5:1, 60 mL). Iron powder was added to the reaction mixture while maintaining the temperature below 40° C., and the mixture was stirred for 5 hours. The mixture was filtered through celite and the aqueous filtrate was extracted with EtOAc (4×). The filter cake was washed with EtOAc, and the EtOAc solutions were combined, dried (MgSO4), concentrated and chromatographed (silica gel; CHCl3 /MeOH, 98:2) to afford an orange solid (2.3 g, 89%): 1H NMR (CD3OD, 300 MHz) δ2.25 (s, 3H), 7.01 (d, J=2.0 Hz, 1H), 7.58 (d, J=2.0 Hz, 1H); MS (CI/NH3) m/z: 243/245 (M+H)+.

出典