1: With water; sodium hydroxide in methanol T=50°C; 2 h; 2: With hydrogenchloride in water

1: thionyl chloride / 50 °C 2: acetonitrile / 20 °C 3: water; ammonium chloride; iron / ethanol / 2.05 h / 85 °C 4: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 20 °C 5: borane-THF / tetrahydrofuran / 1 h / 20 °C 6: sodium hydroxide; water / methanol / 2 h / 50 °C View Scheme