1: NaH / tetrahydrofuran / 24 h 2: 97 percent / H2 / Pd/C / CH2Cl2 / 48 h / 20 °C / 38000 Torr 3: NaH / tetrahydrofuran / 72 h / 20 °C View Scheme

1: 99 percent / Et3N; KOH / tetrahydrofuran; H2O / 7 h 2: NaH / tetrahydrofuran / 24 h 3: 97 percent / H2 / Pd/C / CH2Cl2 / 48 h / 20 °C / 38000 Torr 4: NaH / tetrahydrofuran / 72 h / 20 °C View Scheme

1: 97 percent / H2 / Pd/C / CH2Cl2 / 48 h / 20 °C / 38000 Torr 2: NaH / tetrahydrofuran / 72 h / 20 °C View Scheme

sodium hydride in tetrahydrofuran T=20°C; Condensation; 72 h;