반응 #728116

반응 방정식

N1,N1-Dimethyl-propane-1,2-diamine

potassium carbonate

1-fluoro-4-nitrobenzene

→

N1,N1-Dimethyl-N2-(4-nitro-phenyl)-propane-1,2-diamine

수율 81.4%

용매

DMF

반응 조건

후처리

1. 1
   온도The reaction mixture was cooled to room temperature
2. 2
   여과filtered
3. 3
   기타to remove
4. 4
   workup.ADDITIONdiluted with CH2Cl2 (500 mL)
5. 5
   추출The reaction mixture was extracted with H2O (3×500 mL)
6. 6
   건조dried over anhydrous MgSO4
7. 7
   여과filtration and concentration in vacuo the gelatinous red residue
8. 8
   기타was purified by flash silica gel chromatography (CHCl3 to 1:4 MeOH:CHCl3 gradient eluant)

실험 절차

A solution of N1,N1-Dimethyl-propane-1,2-diamine (10 mL, 77.4 mmol) in DMF (40 mL) at room temperature was treated with potassium carbonate (15.26 g, 1.5 equiv.) and 1-fluoro-4-nitrobenzene (8.21 mL, 1 equiv.). The reaction mixture was stirred at 110° C. overnight. The reaction mixture was cooled to room temperature, filtered to remove remaining solid potassium carbonate and diluted with CH2Cl2 (500 mL). The reaction mixture was extracted with H2O (3×500 mL) and dried over anhydrous MgSO4. Following filtration and concentration in vacuo the gelatinous red residue was purified by flash silica gel chromatography (CHCl3 to 1:4 MeOH:CHCl3 gradient eluant) to give N1,N1-Dimethyl-N2-(4-nitro-phenyl)-propane-1,2-diamine as a light brown oil (81.4%).

출처