pyridinium chlorochromate in dichloromethane T=20°C;

1: potassium tert-butylate / toluene / 0 - 20 °C 2: hydroxylamine hydrochloride / ethanol / 3 h / Reflux 3: sodium tetrahydroborate / ethanol / 0 - 20 °C 4: pyridinium chlorochromate / dichloromethane / 20 °C View Scheme

1: toluene-4-sulfonic acid / ethylene glycol; toluene / Reflux 2: potassium tert-butylate / toluene / 0 - 20 °C 3: hydroxylamine hydrochloride / ethanol / 3 h / Reflux 4: sodium tetrahydroborate / ethanol / 0 - 20 °C 5: pyridinium chlorochromate / dichloromethane / 20 °C View Scheme

1: hydroxylamine hydrochloride / ethanol / 3 h / Reflux 2: sodium tetrahydroborate / ethanol / 0 - 20 °C 3: pyridinium chlorochromate / dichloromethane / 20 °C View Scheme

1: sodium tetrahydroborate / ethanol / 0 - 20 °C 2: pyridinium chlorochromate / dichloromethane / 20 °C View Scheme