pyridine; 4-(N,N-dimethlyamino)pyridine in dichloromethane T=0 - 20°C; 12 h; Inert atmosphere;

sodium acetate; acetic acid T=85 - 120°C; Kinetics;

1.1: N,N,N',N',N'',N''-hexamethylphosphoric triamide; n-butyllithium; N-ethyl-N,N-diisopropylamine / tetrahydrofuran; hexane / 0.83 h / -78 - -10 °C / Inert atmosphere 1.2: 0.33 h / Inert atmosphere 2.1: lithium aluminium tetrahydride / diethyl ether / 4.5 h / 0 - 20 °C / Inert atmosphere 3.1: pyridine; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere View Scheme

1: lithium aluminium tetrahydride / diethyl ether / 4.5 h / 0 - 20 °C / Inert atmosphere 2: pyridine; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere View Scheme

sodium acetate T=85 - 100°C; Kinetics;

sodium acetate T=85 - 120°C; Kinetics;

toluene-4-sulfonic acid T=120 - 130°C; P=10 - 15 Torr; Product distribution;

T=460 - 470°C; Product distribution;