Multi-step reaction with 9 steps
1: 80.2 percent / TsOH / toluene / 20 h / Heating
2: benzene / 18 h / Heating
3: 2N HCl / benzene / 3 h / Ambient temperature
4: 61.2 percent / TsOH / benzene / 75 h / Heating
5: 1.) hydrazine hydrate, conc. HCl, 2.) KOH / 1.) triethylene glycol, 130 deg C, 7 h, 2.) triethylene glycol, 210 deg C, 4 h
6: 580 mg / conc. HCl / ethanol; diethyl ether / 1.5 h / Ambient temperature
7: 85 percent / NH2OH*HCl, NaOAc*3H2O / ethanol / 1 h / Heating
8: 4.6 g / LiAlH4 / tetrahydrofuran / 3 h / Heating
9: 59.4 percent / 1.) NaHCO3, 2.) HCl / dimethylformamide / 150 °C
With
hydrogenchloride; potassium hydroxide; lithium aluminium tetrahydride; hydroxylamine hydrochloride; sodium acetate; sodium hydrogencarbonate; toluene-4-sulfonic acid; hydrazine hydrate;
In
tetrahydrofuran; diethyl ether; ethanol; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1248/cpb.28.1022