Multi-step reaction with 7 steps
1: 84 percent / n-Bu3SnH / azobisisobutyronitrile (AIBN) / toluene; 1,2-dimethoxy-ethane / 1 h / 110 °C
2: ZnI2, n-Bu4NI / 1,2-dichloro-ethane / 2.5 h / 70 °C
3: NaH, ethanediol / tetrahydrofuran / 2 h / 25 °C
4: 1.) n-Bu2SnO, 2.) Et3N / 1.) MeOH, 65 deg C, 1.5 h, 2.) THF, 25 deg C, 0.75 h
5: 100 percent / 2,6-lutidine / CH2Cl2 / 0.2 h / 0 °C
6: 83 percent / hydrazine, AcOH / methanol; CH2Cl2 / 5 h / 25 °C
7: 85 percent / Et3N / tetrahydrofuran / 25 °C
With
2,6-dimethylpyridine; tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; ethylene glycol; acetic acid; triethylamine; zinc(II) iodide; hydrazine;
2,2'-azobis(isobutyronitrile);
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; 1,2-dichloro-ethane; toluene;