Multi-step reaction with 9 steps
1: 1.) LDA / 1.) THF, hexane, -73 deg C, 3 h, 2.) THF, hexane, from -66 deg C, 1 h
2: 19.7 g / oxalyl dichloride, DMF / CH2Cl2 / 5 h / 25 °C
3: 1.) BuLi / 1.) THF, hexane, -25 deg C, 30 min, 2.) THF, hexane, -70 deg C, 1.5 h
4: 30.6 g / acetic anhydride / 120 °C
5: ethanol / 2 h / Ambient temperature
6: 55 percent / NaH / dioxane / 1.5 h / 45 °C
7: 24 percent / POCl3 / 1,2-dichloro-benzene / 2 h / 90 - 100 °C
8: 58 percent / acetonitrile / 2 h / 40 °C
9: 70 percent / 6N aq. HCl / ethanol / 3 h / Heating
With
hydrogenchloride; n-butyllithium; oxalyl dichloride; acetic anhydride; sodium hydride; N,N-dimethyl-formamide; lithium diisopropyl amide; trichlorophosphate;
In
1,4-dioxane; ethanol; dichloromethane; 1,2-dichloro-benzene; acetonitrile;
DOI:10.1002/jhet.5570290453