Multi-step reaction with 10 steps
1: 87 percent / K2CO3 / dimethylformamide / 6 h / 60 °C
2: 47 percent / diphenyl ether / 1 h / 225 - 230 °C
3: 64 percent / 85percent m-chloroperoxybenzoic acid / CH2Cl2 / 20 h / Ambient temperature
4: 1) NaOH; 2) CH3COONa / 1) methanol, water, THF, 10 deg C, 1 h; 2) 140 deg C, 30 min.
5: 90 percent / conc. H2SO4 / methanol / 24 h / Ambient temperature
6: Jones reagent / acetone / 4 h
7: conc. H2SO4 / Ambient temperature; overnight
8: 65 percent / Fe powder / ethanol; acetic acid / 0.42 h
9: 68 percent / Cu2Br2, Na2CO3 / various solvent(s) / 5.5 h / 170 °C
10: 81 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / benzene / 6 h / Heating
With
copper(I) bromide; sodium hydroxide; jones reagent; sulfuric acid; sodium acetate; iron; sodium carbonate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
methanol; diphenylether; ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1002/jhet.5570200443