Multi-step reaction with 12 steps
1: acetic acid / dioxane; H2O / 0.75 h / Heating
2: sodium borohydride / ethanol / 0.25 h / Ambient temperature
3: 95 percent / pyridine / 24 h / 20 °C
4: 97 percent / sodium methylate / methanol / 0.5 h / Ambient temperature
5: 1)dimethyl sulfoxide/acetic anhydride, 2)sodium borohydride / 1)1.5h, 70 deg C, 2)1h, room temperature
6: 85 percent / triethylamine / dioxane / 1 h / 20 °C
7: 89 percent / tin tetrachloride / 1,2-dichloro-ethane / 0.08 h / 20 °C
8: 78 percent / triphenylphosphine/carbon tetrabromide / dimethylformamide / 16 h / 20 °C
9: 100 percent / 4 h / Heating
10: sulfuric acid / acetic acid / 18 h / 20 °C
11: 30 percent / trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / 16 h / 20 °C
12: bromotrimethylsilane / 1,2-dichloro-ethane / 16 h / 20 °C
With
sodium tetrahydroborate; trimethylsilyl bromide; carbon tetrabromide; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; sodium methylate; acetic anhydride; tin(IV) chloride; acetic acid; dimethyl sulfoxide; triethylamine; triphenylphosphine;
In
1,4-dioxane; pyridine; methanol; ethanol; water; acetic acid; 1,2-dichloro-ethane; N,N-dimethyl-formamide;