sodium hydrogencarbonate in water; benzene T=0 - 5°C; 2.5 h; Yield given;

1: diethyl ether; sodium-amalgam / Behandeln des Reaktionsgemisches mit Benzoylchlorid 2: alcohol. NaOH-solution View Scheme

2-pentafluorophenyl-6,17dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; N,N,N',N,-tetramethylethylenediamine in dichloromethane T=20°C; 0.25 h; Inert atmosphere;

1: pyridine; diethyl ether 2: alcohol. NaOH-solution View Scheme

potassium hydroxide in tetrahydrofuran; water 1.5 h;

1: 19 percent / potassium hydroxide / H2O; tetrahydrofuran / 1.5 h 2: 86 percent / potassium hydroxide / methanol / 24 h 3: 65 percent / triethylamine / acetonitrile / standing overnight 4: potassium hydroxide / ethanol / 1.5 h / Heating 5: H2O / Schotten-Baumann 6: potassium hydroxide / ethanol / 3 h / 180 °C / sealed tube View Scheme

1: 19 percent / potassium hydroxide / H2O; tetrahydrofuran / 1.5 h 2: 86 percent / potassium hydroxide / methanol / 24 h 3: 65 percent / triethylamine / acetonitrile / standing overnight 4: potassium hydroxide / ethanol / 1.5 h / Heating 5: H2O / Schotten-Baumann 6: potassium hydroxide / ethanol / 3 h / 180 °C / sealed tube 7: 59 percent / triethylamine / diethyl ether / 0.25 h View Scheme

potassium hydroxide in tetrahydrofuran; water several days standing;

1: 19 percent / potassium hydroxide / H2O; tetrahydrofuran / 1.5 h 2: 86 percent / potassium hydroxide / methanol / 24 h 3: 65 percent / triethylamine / acetonitrile / standing overnight View Scheme

1: 19 percent / potassium hydroxide / H2O; tetrahydrofuran / 1.5 h 2: 86 percent / potassium hydroxide / methanol / 24 h 3: 65 percent / triethylamine / acetonitrile / standing overnight 4: potassium hydroxide / ethanol / 1.5 h / Heating 5: H2O / Schotten-Baumann 6: potassium hydroxide / ethanol / 3 h / 180 °C / sealed tube 7: 59 percent / triethylamine / diethyl ether / 0.25 h 8: 80 percent / triethylamine / diethyl ether / standing overnight View Scheme