반응 #161265

반응 방정식

ethyl 2-(4-nitrophenyl)-2-methylpropanoate

potassium formate

→

ethyl 2-(4-aminophenyl)-2-methylpropanoate

수율 85.1%

용매

EtOH

H2O

반응 조건

후처리

1. 1
   workup.STIRRINGThe reaction was stirred for 1.5 h
2. 2
   여과filtered through Celite
3. 3
   추출extracted with EtOAc
4. 4
   건조The organic layers were dried over Na2SO4
5. 5
   기타the solvent was removed under reduced pressure

실험 절차

A solution of ethyl 2-(4-nitrophenyl)-2-methylpropanoate (900 mg, 3.8 mmol) in EtOH (10 mL) was treated with 10% Pd—C (80 mg) and heated to 45° C. A solution of potassium formate (4.10 g, 48.8 mmol) in H2O (11 mL) was added over a period of 15 min. The reaction mixture was stirred at 65° C. for 2 h and then treated with additional 300 mg of Pd/C. The reaction was stirred for 1.5 h and then filtered through Celite. The solvent volume was reduced by approximately 50% under reduced pressure and extracted with EtOAc. The organic layers were dried over Na2SO4 and the solvent was removed under reduced pressure to yield ethyl 2-(4-aminophenyl)-2-methylpropanoate (G-1) (670 mg, 85%). 1H NMR (400 MHz, CDCl3) δ 7.14 (d, J=8.5 Hz, 2H), 6.65 (d, J=8.6 Hz, 2H), 4.10 (q, J=7.1 Hz, 2H), 1.53 (s, 6H), 1.18 (t, J=7.1 Hz, 3H).

출처