sodium hydroxide

1: 78 percent / p-TsOH / 18 h / Heating 2: 67 percent / tri-n-butylphosphine / benzene / 22 h 3: 1N NaOH View Scheme

1: 67 percent / tri-n-butylphosphine / benzene / 22 h 2: 1N NaOH View Scheme

1: 85 percent / 10percent sodium carbonate, pH 9.3 / H2O; toluene / 1.5 h 2: 78 percent / p-TsOH / 18 h / Heating 3: 67 percent / tri-n-butylphosphine / benzene / 22 h 4: 1N NaOH View Scheme

1: 83 percent / 1-hydroxybenzotriazole; N,N-diisopropylethylamine; EDAC*HCl / tetrahydrofuran / 5 h 2: 3.0 g / N,N-diisopropylethylamine / 0.08 h / 60 °C 3: 20 mg / NaOH / methanol; H2O / 0.17 h / 50 °C View Scheme

1: 97 percent / trimethylsilyl chloride / 10 h / Heating 2: 83 percent / 1-hydroxybenzotriazole; N,N-diisopropylethylamine; EDAC*HCl / tetrahydrofuran / 5 h 3: 3.0 g / N,N-diisopropylethylamine / 0.08 h / 60 °C 4: 20 mg / NaOH / methanol; H2O / 0.17 h / 50 °C View Scheme

1: 3.0 g / N,N-diisopropylethylamine / 0.08 h / 60 °C 2: 20 mg / NaOH / methanol; H2O / 0.17 h / 50 °C View Scheme