1: With sodium hydroxide in ethanol 3 h; Reflux; 2: With acetic acid in ethanol; water pH=5; Cooling with ice;

sodium hydroxide 2.5 h; Heating;

1: NaOMe / methanol / -20 - -8 °C 2: xylene / Heating 3: 88 percent / aq. NaOH / Heating View Scheme

in quinoline 0.2 h; microwave;

1: 61 percent / copper; N-methylpyrrolidinone / 240 °C 2: 94 percent / NaH / acetonitrile / 0.33 h / 20 °C 3: 96 percent / MeONa; methanol / 2 h / 20 °C 4: 85 percent / pyridine / 24 h / 20 °C 5: 97 percent / pyridine / CH2Cl2 / 4.5 h / 20 °C 6: 97 percent / Bu4NF / tetrahydrofuran / 2 h / 50 °C 7: 45 percent / N-methyl-morpholine oxide; OsO4; H2O / acetone; 2-methyl-propan-2-ol / 20 h / 20 °C View Scheme