1: toluene-4-sulfonic acid 2: Raney nickel; ethanol / 140 °C / 91938.4 Torr / Hydrogenation View Scheme

bromine; acetic acid Heating;

1: Erhitzen im Vakuum 2: copper oxide-chromium oxide; ethanol / 140 °C / 91938.4 Torr / Hydrogenation 3: nickel; methylcyclohexane / 180 °C / 73550.8 Torr / Hydrogenation View Scheme

<b>Multi-step reaction with 2 steps<br /> </b>1.1: sodium methylsulfinylmethanide / dimethyl sulfoxide / 15 h / 20 &deg;C / Inert atmosphere<br />2.1: tetrahydrofuran; N,N'-dimethyl-N,N'-propyleneurea; hexane / 0.25 h / -78 &deg;C / Inert atmosphere<br />2.2: 24 h / 20 &deg;C / Inert atmosphere<br /> <br /> &nbsp;