反応 #68408

反応方程式

1-iodo-4-methoxy-2-nitrobenzene

3-methyl-1-butyne

→

title compound

4-Methoxy-1-(3-methylbut-1-ynyl)-2-nitrobenzene

溶媒

Et3N

DMF

反応条件

後処理

1. 1
   濃縮was concentrated
2. 2
   workup.ADDITIONThe resulting mixture was diluted with EtOAc
3. 3
   洗浄washed with H2O, brine
4. 4
   乾燥dried over Na2SO4
5. 5
   濃縮concentrated in vacuo
6. 6
   その他The residue was purified by chromatography on silica gel (0→15% EtOAc-hexanes)

実験手順

To a solution of 1-iodo-4-methoxy-2-nitrobenzene (Aldrich, 10 g, 35.8 mmol) in Et3N (60 ml) and DMF (6 ml) was added CuI (34 mg, 0.18 mmol), Pd(PPh3)2Cl2 (126 mg, 0.18 mmol), and 3-methyl-1-butyne (5.0 ml, 73.5 mmol). The mixture was stirred at room temperature for 16 h and was concentrated. The resulting mixture was diluted with EtOAc, washed with H2O, brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by chromatography on silica gel (0→15% EtOAc-hexanes) to yield the title compound as a brown oil.

出典