hydrogen; palladium on activated charcoal in acetic acid T=50 - 60°C;

1: 37 percent / Et3N, piperidinium acetate / 24 h / 120 °C 2: 1.) LDA / 1.) THF, 1 h, -68 deg C; 2.) THF, 15 min, -55 deg C 3: 92 percent / H2 / Pd-C / acetic acid / 50 - 60 °C View Scheme

1: 1.) LDA / 1.) THF, 1 h, -68 deg C; 2.) THF, 15 min, -55 deg C 2: 92 percent / H2 / Pd-C / acetic acid / 50 - 60 °C View Scheme