1: 91 percent / H2 / 10percent Pd/C / ethanol / 14.7 - 22.07 Torr / 1) 1 h, 20 deg C, 2) 3 h, 60 deg C 2: 1) NaOH, Bu4N*HSO4 / 1) CH2Cl2, 2) 1 h View Scheme

hydrogen; palladium on activated charcoal in ethanol P=14.7 - 22.07 Torr; 1) 1 h, 20 deg C, 2) 3 h, 60 deg C;

1: 91 percent / H2 / 10percent Pd/C / ethanol / 14.7 - 22.07 Torr / 1) 1 h, 20 deg C, 2) 3 h, 60 deg C 2: 1) NaOH, Bu4N*HSO4 / 1) CH2Cl2, 2) 1 h View Scheme

1: 91 percent / H2 / 10percent Pd/C / ethanol / 14.7 - 22.07 Torr / 1) 1 h, 20 deg C, 2) 3 h, 60 deg C 2: 1) NaOH, Bu4N*HSO4 / 1) CH2Cl2, 2) 1 h 3: 1) i-Pr2NLi, tetramethylethylenediamine / 1) THF, 1 h, < -60 deg C, 2) THF, -70 to 20 deg C View Scheme