Multi-step reaction with 11 steps
1: NaOMe / dimethylformamide / 1) 0 deg C, 10 min, 2) r.t., 1.5 h
2: 70 percent / dimethylformamide / 3 h / Ambient temperature
3: 90 percent / H2 / Raney-Ni / methanol / 5 h / 70 °C / 44130.5 Torr
4: 48percent HBr / acetic acid / 14 h / 110 °C
5: pyridine / 14 h / Ambient temperature
6: 69 percent / conc. HNO3 / propionic acid / 240 h / Ambient temperature
7: 8.2 g / H2SO3, SO2 / acetic acid / 5 h / 80 °C
8: 58 percent / K2CO3 / acetone / 4 h / Heating
9: 84 percent / CaCl2, NaBH4 / tetrahydrofuran / 48 h / Ambient temperature
10: 86 percent / HCl / diethyl ether / 24 h / Ambient temperature
11: H2 / Raney-Ni / benzene / 5 h / 80 °C / 73550.8 Torr
With
hydrogenchloride; sodium tetrahydroborate; sulfur dioxide; hydrogen bromide; hydrogen; nitric acid; sodium methylate; sulphurous acid; potassium carbonate; calcium chloride;
nickel;
In
tetrahydrofuran; pyridine; methanol; diethyl ether; acetic acid; propionic acid; N,N-dimethyl-formamide; acetone; benzene;