Multi-step reaction with 6 steps
1: 1.) Ac2O, 2.) 30percent aq. K2CO3 / 1.) THF, room temp., 2 h., 2.) THF, water, room temp.
2: 86 percent / NaI, K2CO3 / dimethylsulfoxide / 1.) room temp. 19.5 h., 2.) 40 deg C, 1 h.
3: 1.) 10percent aq. NaOH, 2.) 10percent ethanolic HCl / 1.) 17.5 h., reflux, ethanol, 2.) water
4: 100 percent / NaNO2 / ethanol; acetic acid / 1.5 h / Ambient temperature
5: 1.) dimsyl anion, 2.) 10percent aq. HCl / 1.) DMSO, 20-22 deg C, 10 min., 2.) DMSO, water
6: 1.) NaBH4, 2.) 10percent ethanolic HCl / 1.) room temp., 2 h., 2.) ethanol
With
hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; dimethyl sulfoxide; deprotonated form; acetic anhydride; potassium carbonate; sodium iodide; sodium nitrite;
In
ethanol; acetic acid; dimethyl sulfoxide;
DOI:10.1248/cpb.31.70