تفاعل #68408

معادلة التفاعل

1-iodo-4-methoxy-2-nitrobenzene

3-methyl-1-butyne

→

title compound

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

المذيبات

Et3N

DMF

ظروف التفاعل

المعالجة

1. 1
   تركيزwas concentrated
2. 2
   workup.ADDITIONThe resulting mixture was diluted with EtOAc
3. 3
   غسيلwashed with H2O, brine
4. 4
   تجفيفdried over Na2SO4
5. 5
   تركيزconcentrated in vacuo
6. 6
   أخرىThe residue was purified by chromatography on silica gel (0→15% EtOAc-hexanes)

الإجراء التجريبي

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.

المصدر