Multi-step reaction with 6 steps
1: 70 percent / SnCl2, HCl / 12 h / 20 °C
2: 1.) NaNO2, AcOH, 15 percent HCl 2.) 30 percent H3PO2 / 1.) H2O, 0 deg C, 20 min 2.) 0 deg C, 12 h
3: 1.) LiAlH4 2.) H2SO4 / 1.) THF, 20 deg C, 15 h 2.) H2O, 0 deg C
4: 1.) Br3B / 1.) CH2Cl2, 20 deg C, 3 h 2.) MeCN, reflux, 1 h
5: 1.) NaOMe / 1.) MeOH, 20 deg C, 30 min 2.) reflux, 2 h
6: 94 percent / H2 / 5 percent Pd-C / methanol / 12 h / 20 °C / 3750.3 Torr
With
hydrogenchloride; lithium aluminium tetrahydride; sulfuric acid; hydrogen; sodium methylate; hypophosphorous acid; boron tribromide; acetic acid; tin(ll) chloride; sodium nitrite;
palladium on activated charcoal;
In
methanol;
DOI:10.1055/s-1991-26496