Multi-step reaction with 8 steps
1: 27.1 g / NaI / acetone / 7 h
2: 25.3 g / methanol; diethyl ether
3: 1.) Mg, 2.) CuI, 1.5M CH3Li / 1.) THF, 2.) THF, ether, -78 deg C, 1 h, -78 to 10 deg C, 3.) THF, ether, -78 deg C, 1 h, room temp., 20 h
4: 95 percent / LiAlH4 / tetrahydrofuran
5: 83 percent / 48percent HBr, conc. H2SO4 / 3 h / Heating
6: 1.) Mg, 2.) CuI, 1.6M CH3Li / 1.) THF, 2.) THF, ether, -78 deg C, 3.) THF, ether, -78 deg C
7: 89 percent / KOH / methanol; H2O / 20 h / 20 °C
8: 96 percent / toluene / 15 h / Heating
With
potassium hydroxide; copper(l) iodide; lithium aluminium tetrahydride; sulfuric acid; hydrogen bromide; methyllithium; magnesium; sodium iodide;
In
tetrahydrofuran; methanol; diethyl ether; water; acetone; toluene;
DOI:10.3987/COM-95-7293