Multi-step reaction with 8 steps
1: 76 percent / sodium sulfate, conc. HCl, hydroxylamine hydrochloride / H2O / 1 h / 100 °C
2: 50.7 percent / conc. H2SO4 / 1 h / 80 °C
3: 98 percent / 3 N aq. NaOH, 30percent H2O2 / 1 h / 80 °C
4: 81 percent / 3 h / Heating
5: 1.) NH3(gas), 2.) 1 N aq. NaOH / 1.) 3 h, 2.) reflux, 1 h
6: 1.) NaH, 2.) CuBr, Cu2O / 1.) DMA, RT, 1 h, 2.) DMA, 90 deg C, 4 h
7: 84 percent / 1 N aq. NaOH / ethanol / 4 h / 50 °C
8: 82 percent / diphenyl phosphorazidate, Et3N / dimethylformamide / 12 h / Ambient temperature
With
copper(I) oxide; hydrogenchloride; sodium hydroxide; sulfuric acid; diphenyl phosphoryl azide; hydroxylamine hydrochloride; ammonia; dihydrogen peroxide; sodium hydride; sodium sulfate; triethylamine; copper(I) bromide;
In
ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00058a010