toluene-4-sulfonic acid T=60°C; 16 h;

1: 83.1 percent / imidazole / dimethylformamide / 16 h / 35 °C 2: LAH / diethyl ether / 1 h 3: 1.) methanesulfonyl chloride, Et3N, 2.) LiBr / 1.) THF, RT, 2 h, 2.) THF, RT, 16 h 4: 1.) lithium cyclohexylisopropylamide, 2.) HMP / 1.) -78 deg C, 20 min, 2.) RT, overnight 5: 64 percent / p-toluenesulfonic acid / 16 h / 60 °C View Scheme

1: LAH / diethyl ether / 1 h 2: 1.) methanesulfonyl chloride, Et3N, 2.) LiBr / 1.) THF, RT, 2 h, 2.) THF, RT, 16 h 3: 1.) lithium cyclohexylisopropylamide, 2.) HMP / 1.) -78 deg C, 20 min, 2.) RT, overnight 4: 64 percent / p-toluenesulfonic acid / 16 h / 60 °C View Scheme

SBA-15-SO3H T=120°C; KineticsActivation energy; Reagent/catalystTemperature;