triethylamine in diethyl ether T=20°C; 1 h;

1: 65 percent / triethylamine / acetonitrile / standing overnight 2: potassium hydroxide / ethanol / 1.5 h / Heating 3: H2O / Schotten-Baumann 4: potassium hydroxide / ethanol / 3 h / 180 °C / sealed tube 5: 59 percent / triethylamine / diethyl ether / 0.25 h 6: 76 percent / triethylamine / diethyl ether / 1 h / 20 °C View Scheme

1: 65 percent / triethylamine / acetonitrile / standing overnight 2: potassium hydroxide / ethanol / 1.5 h / Heating 3: H2O / Schotten-Baumann 4: potassium hydroxide / ethanol / 3 h / 180 °C / sealed tube View Scheme

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

triethylamine in acetonitrile standing overnight;

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

Multi-step reaction with 3 steps 1: 65 percent / triethylamine / acetonitrile / standing overnight2: potassium hydroxide / ethanol / 1.5 h / Heating3: H2O / Schotten-Baumann  

Multi-step reaction with 2 steps 1: 76 percent / triethylamine / diethyl ether / 1 h / 20 °C2: 86 percent / potassium hydroxide / methanol / 24 h  

Multi-step reaction with 4 steps 1: potassium hydroxide / ethanol / 3 h / 180 °C / sealed tube2: 59 percent / triethylamine / diethyl ether / 0.25 h3: 76 percent / triethylamine / diethyl ether / 1 h / 20 °C4: 86 percent / potassium hydroxide / methanol / 24 h