sodium hydroxide in methanol Heating;

trifluoroacetic acid in dichloromethane T=20°C; 3 h; Cooling with ice;

1: NaOMe / methanol / 0.5 h / Ambient temperature 2: 93 percent / aq. NaOH / methanol / Heating View Scheme

1: conc. HCl / 0.25 h / 120 - 130 °C 2: NaOMe / methanol / 0.5 h / Ambient temperature 3: 93 percent / aq. NaOH / methanol / Heating View Scheme

1: 1.) Conc. HCl, 2.) CH3ONa / 1.) 80 deg C, 15 min, 2.) CH3OH, reflux, 15 min. 2: 1.) 75percent H2SO4, NaNO2, 2.) 50percent aq. H3PO2 / 1.) H2O, 0 deg C, 30 min, 2.) 0 deg C, 30 min 3: NaOH / aq. ethanol / 1 h / Heating View Scheme

1: C2H5ONa / ethanol / 12 h / Ambient temperature 2: 1.) Conc. HCl, 2.) CH3ONa / 1.) 80 deg C, 15 min, 2.) CH3OH, reflux, 15 min. 3: 1.) 75percent H2SO4, NaNO2, 2.) 50percent aq. H3PO2 / 1.) H2O, 0 deg C, 30 min, 2.) 0 deg C, 30 min 4: NaOH / aq. ethanol / 1 h / Heating View Scheme

1: 1.) 75percent H2SO4, NaNO2, 2.) 50percent aq. H3PO2 / 1.) H2O, 0 deg C, 30 min, 2.) 0 deg C, 30 min 2: NaOH / aq. ethanol / 1 h / Heating View Scheme

copper in quinoline 1 h; Heating;