1: 1) piperidine, 2) conc. H2SO4 / 1) pyridine 2: hydrogen / 5percent Pd/C / ethanol 3: sodium wire / diethyl ether / 18 h / Ambient temperature 4: 1) NaOMe / 1) MeOH, reflux, 45 min, 2) MeOH, reflux, 18 h 5: ethanol / 24 h / Heating View Scheme

1: hydrogen / 5percent Pd/C / ethanol 2: sodium wire / diethyl ether / 18 h / Ambient temperature 3: 1) NaOMe / 1) MeOH, reflux, 45 min, 2) MeOH, reflux, 18 h 4: ethanol / 24 h / Heating View Scheme

1: sodium wire / diethyl ether / 18 h / Ambient temperature 2: 1) NaOMe / 1) MeOH, reflux, 45 min, 2) MeOH, reflux, 18 h 3: ethanol / 24 h / Heating View Scheme

T=140 - 150°C; 5 h;

1: 86 percent / aq. NaOH / ethanol / 60 °C 2: 48 percent / 5 h / 140 - 150 °C View Scheme

in ethanol 24 h; Heating;