sodium hydroxide in ethanol 0.5 h; Heating;

1: K2CO3 / dimethylformamide / 1.) 60 deg C, 2 h, 2.) from 60 deg C to RT, overnight 2: 63 percent / 5percent aq. NaOH / ethanol / 0.5 h / Heating View Scheme

1: 70 percent / AlCl3 / 1,2-dichloro-ethane / 2 h 2: 89 percent / AlCl3 / benzene / 5 h / Heating 3: hydroxylamine hydrochloride, pyridine / 24 h / Heating 4: 1.) sodium hydride / 1.) DMF, benzene, 80 to 85 deg C, 3h, 2.) RT 5: 63 percent / 5percent aq. NaOH / ethanol / 0.5 h / Heating View Scheme

1: 70 percent / AlCl3 / 1,2-dichloro-ethane / 2 h 2: 89 percent / AlCl3 / benzene / 5 h / Heating 3: hydroxylamine hydrochloride, pyridine / 24 h / Heating 4: 1.) sodium hydride / 1.) DMF, benzene, 80 to 85 deg C, 3h, 2.) RT 5: 63 percent / 5percent aq. NaOH / ethanol / 0.5 h / Heating View Scheme

1: 67 percent / AlCl3 / 1,2-dichloro-ethane / 1.) from 5 deg C to RT, 30 min, 2.) reflux, 30 min 2: 76 percent / hydroxylamine hydrochloride, pyridine / 24 h / Heating 3: 98 percent / 1 h / Heating 4: 84 percent / sodium hydride / dimethylformamide / 0.67 h / 30 °C 5: 91 percent / pyridine hydrochloride / 2 h / 180 °C 6: K2CO3 / dimethylformamide / 1.) 60 deg C, 2 h, 2.) from 60 deg C to RT, overnight 7: 63 percent / 5percent aq. NaOH / ethanol / 0.5 h / Heating View Scheme

1: 89 percent / AlCl3 / benzene / 5 h / Heating 2: hydroxylamine hydrochloride, pyridine / 24 h / Heating 3: 1.) sodium hydride / 1.) DMF, benzene, 80 to 85 deg C, 3h, 2.) RT 4: 63 percent / 5percent aq. NaOH / ethanol / 0.5 h / Heating View Scheme

1: hydroxylamine hydrochloride, pyridine / 24 h / Heating 2: 1.) sodium hydride / 1.) DMF, benzene, 80 to 85 deg C, 3h, 2.) RT 3: 63 percent / 5percent aq. NaOH / ethanol / 0.5 h / Heating View Scheme

1: 76 percent / hydroxylamine hydrochloride, pyridine / 24 h / Heating 2: 98 percent / 1 h / Heating 3: 84 percent / sodium hydride / dimethylformamide / 0.67 h / 30 °C 4: 91 percent / pyridine hydrochloride / 2 h / 180 °C 5: K2CO3 / dimethylformamide / 1.) 60 deg C, 2 h, 2.) from 60 deg C to RT, overnight 6: 63 percent / 5percent aq. NaOH / ethanol / 0.5 h / Heating View Scheme

1: 91 percent / pyridine hydrochloride / 2 h / 180 °C 2: K2CO3 / dimethylformamide / 1.) 60 deg C, 2 h, 2.) from 60 deg C to RT, overnight 3: 63 percent / 5percent aq. NaOH / ethanol / 0.5 h / Heating View Scheme

1: 1.) sodium hydride / 1.) DMF, benzene, 80 to 85 deg C, 3h, 2.) RT 2: 63 percent / 5percent aq. NaOH / ethanol / 0.5 h / Heating View Scheme