sulfur T=220°C; Erwaermen des entstandenen 7-Methoxy-6-methyl-<1>naphthols mit Dimethylsulfat und K2CO3 in Aceton;

1: 2.) 10percent HCl / 1.) Et2O, reflux, 4 h, 2.) CH2Cl2 2: 1.) N-methylmorpholine N-oxide, OsO4, 2.) sodium dithionite, 3.) 6N HCl / 1.) Me2CO, t-BuOH, 2 d, 2.) 1 h, 3.) CH2Cl2 3: 55 percent / Pd/C / 1,3,5-trimethyl-benzene / 3 h / Heating 4: 89 percent / Zr(acac)2, TBHP / CH2Cl2 5: 98 percent / pyridine / CH2Cl2 / 18 h / 20 °C 6: 66 percent / CuCN, BF3*Et2O / tetrahydrofuran; diethyl ether / 8 h / -78 - 20 °C View Scheme

1: 64.7 percent / hydrazine hydrate; KOH / bis-(2-hydroxy-ethyl) ether / 6 h / Heating 2: 67 percent / CrO3 / acetic acid; propionic acid; H2O / 7 h / 0 - 5 °C View Scheme