反応 #972883

反応方程式

methyl 4-(4-nitrophenyl)butanoate

methyl 4-(2-nitrophenyl)butanoate

→

title compound

収率 41.0%

methyl 4-(4-aminophenyl)butanoate

収率 41.0%

溶媒

methanol

反応条件

後処理

1. 1
   workup.STIRRINGThe mixture was stirred for 4 h at room temperature (monitored by TLC)
2. 2
   ろ過filtered through Celite
3. 3
   その他The solvent was evaporated
4. 4
   その他The residue was purified by chromatography

実験手順

A mixture of methyl 4-(4-nitrophenyl)butanoate and methyl 4-(2-nitrophenyl)butanoate (2.24 g, 10.03 mmol) and 0.2 g of 10% Pd/C in 40 mL of methanol was vigorously stirred under hydrogen air. The mixture was stirred for 4 h at room temperature (monitored by TLC), and filtered through Celite. The solvent was evaporated. The residue was purified by chromatography to give the title compound (0.80 g, 41%): NMR (400 MHz in CDCl3, Bruker AVANCE-400): δ 1.89 (m, 2H, CH2), 2.31 (t, 2H, CH2—CH2—COOMe), 2.53 (t, 2H, CH2), 3.58 (br, 2H, NH2), 3.65 (s, 3H, OMe), 6.61 (d, 2H, J=3.5 Hz, Ar—H), 6.95 (d, 2H, J=3.4 Hz).

出典