Multi-step reaction with 8 steps
1: 52 percent / diphenyl ether / 1 h / 225 - 230 °C
2: 72 percent / 85percent m-chloroperoxybenzoic acid / CH2Cl2 / 20 h / Ambient temperature
3: 41 percent / Jones reagent / acetone / 2 h
4: 95 percent / conc. H2SO4 / 1,2-dichloro-ethane / 1.5 h / Heating
5: dimethylformamide / 9 h / 160 - 163 °C
6: Fe powder / ethanol; acetic acid / 0.5 h / 80 - 85 °C
7: 68 percent / Cu2Br2, Na2CO3 / various solvent(s) / 5.5 h / 170 °C
8: 81 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / benzene / 6 h / Heating
With
copper(I) bromide; jones reagent; sulfuric acid; iron; sodium carbonate; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
diphenylether; ethanol; dichloromethane; acetic acid; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1002/jhet.5570200443