1.1: 2 h / 25 °C / |Inert atmosphere 2.1: palladium 10 on activated carbon; hydrogen / ethanol / 5 h / 25 °C 2.2: pH 5 - 6 View Scheme

1.1: copper(l) iodide / tetrahydrofuran / 3 h / -20 - -15 °C / Inert atmosphere 2.1: sodium iodide; sodium azide / N,N-dimethyl-formamide / 16 h / 70 °C / Inert atmosphere 3.1: triphenylphosphine / acetonitrile / 13.5 h / 20 - 70 °C 3.2: 2 h 4.1: 18-crown-6 ether; ammonium chloride / dimethyl sulfoxide / 2 h / 80 °C 5.1: potassium hydroxide / ethanol; water / 12 h / 80 °C 5.2: 20 °C View Scheme