hydrogen; palladium on activated charcoal in ethyl acetate T=20°C; P=760 Torr; 22 h;

1: ((but-3-ynyloxy)methyl)benzene With n-butyllithium in tetrahydrofuran T=-78°C; 0.333333 h; 2: With boron trifluoride diethyl etherate in tetrahydrofuran T=-78°C; 0.166667 h; 3: tetrahydropyran-2-one in tetrahydrofuran T=-78 - 20°C; 1 h;

1.1: 97 percent / NaH 2.1: BuLi / tetrahydrofuran / -78 °C 2.2: 87 percent / tetrahydrofuran / -78 °C View Scheme