1: With 18-crown-6 ether; sodium hydride in tetrahydrofuran T=20°C; Wittig reaction; 2: With hydrogenchloride in tetrahydrofuran T=20°C; 2 h;

1.1: 18-crown-6; NaH / tetrahydrofuran / 20 °C 1.2: 92 percent / 20 percent HCl / tetrahydrofuran / 2 h / 20 °C 2.1: 18-crown-6; NaH / tetrahydrofuran / 20 °C 2.2: 65 percent / 20 percent HCl / tetrahydrofuran / 2 h / 20 °C View Scheme

2: NaAlH2(OCH2CH2OMe)2 View Scheme