Multi-step reaction with 6 steps
1: 93 percent / 1.) potassium carbonate, 2.) triethylamine / 1.) acetone, reflux, 8 h, 2.) ethyl acetate, r.t., 0.5 h
2: 93 percent / hydrochloride acid, H2 / 10percent Pd/C / methanol / 1 h / 1137.7 Torr / Ambient temperature
3: 93 percent / pyridinium chlorochromate / CH2Cl2 / 3 h / Ambient temperature
4: 156 mg / magnesium methoxide / methanol / 5 h / Ambient temperature
5: 94 percent / aluminium chloride / CH2Cl2 / 2 h / Ambient temperature
6: 96 percent / 1.) AIBN, bromine / 1.) carbon tetrachloride, reflux, 2 h, 2.) tetrahydrofuran-water, 2h, r.t.
With
hydrogenchloride; aluminium trichloride; 2,2'-azobis(isobutyronitrile); hydrogen; bromine; potassium carbonate; magnesium methanolate; triethylamine; pyridinium chlorochromate;
palladium on activated charcoal;
In
methanol; dichloromethane;
DOI:10.1021/ja00316a048