반응 #46874

반응 방정식

K2CO3

1-bromo-2-methoxy-ethane

2,3-Dinitro-phenol

K2CO3

1-bromo-2-methoxy-ethane

→

1-(2-Methoxy-ethoxy)-2,3-dinitro-benzene

용매

acetone

반응 조건

후처리

1. 1
   온도The reaction mixture was refluxed for 8 h
2. 2
   온도The resulting mixture was refluxed for 16 h
3. 3
   농축concentrated under reduced pressure
4. 4
   workup.DISSOLUTIONThe residue was dissolved in warm ethyl acetate
5. 5
   기타purified by flash-chromatography on silica gel using an ethyl acetate/heptane-mixture as eluent

실험 절차

1.50 g (8.15 mmol) 2,3-Dinitro-phenol were dissolved in 75 mL acetone. Subsequently 1.69 g (12.22 mol) K2CO3, 135.3 mg KI (0.81 mmol) and 0.93 mL (9.77 mmol) 1-bromo-2-methoxy-ethane were added. The reaction mixture was refluxed for 8 h. After that time further 1.69 g (12.22 mol) K2CO3, 400 mg KI and 0.93 mL (9.77 mmol) 1-bromo-2-methoxy-ethane were added. The resulting mixture was refluxed for 16 h and then concentrated under reduced pressure. The residue was dissolved in warm ethyl acetate and purified by flash-chromatography on silica gel using an ethyl acetate/heptane-mixture as eluent to afford 1-(2-Methoxy-ethoxy)-2,3-dinitro-benzene as an orange crystalline material. Yield: 1.35 g MS (ES+): m/e=243.

출처