Multi-step reaction with 9 steps
1: 1.) NaH / 1.) DMSO, RT, 1 h, 2.) DMSO, 50 deg C, 20 h
2: 80 percent / LiCl / toluene / 20 h / 110 °C
3: 75 percent / 33percent aq. KOH / 3 h / 45 °C
4: 45 g / SOCl2 / benzene / 5 h / Heating
5: 1.) n-BuLi / 1.) ether, hexane, from -60 deg C to 0 deg C, 2.) ether, hexane, from 0 deg C to RT, 3 h
6: aq. H2SO4
7: dioxane / 0.5 h / Heating
8: 57 percent / CuBr2 / CHCl3; ethyl acetate / 4 h / Heating
9: 59 percent / ethanol / 2.25 h / 60 °C
With
potassium hydroxide; n-butyllithium; thionyl chloride; sulfuric acid; sodium hydride; lithium chloride; copper(ll) bromide;
In
1,4-dioxane; ethanol; chloroform; ethyl acetate; toluene; benzene;