hydrogenchloride in methanol; water T=60°C; Cyclization; 5 h;

<b>Multi-step reaction with 4 steps<br /> </b>1.1: H₂ / 5 percent Pd/C / ethanol / 20 &deg;C<br />1.2: 99 percent / NaBH₄ / ethanol<br />2.1: thionyl chloride / CH₂Cl₂ / 0.08 h / 20 &deg;C<br />3.1: 1,8-DBU / benzene / Heating<br />4.1: 75 percent / AD-mix-α; CH₃SO₂NH₂ / H₂O; 2-methyl-propan-2-ol / 24 h / 0 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: thionyl chloride / CH₂Cl₂ / 0.08 h / 20 &deg;C<br />2: 1,8-DBU / benzene / Heating<br />3: 75 percent / AD-mix-α; CH₃SO₂NH₂ / H₂O; 2-methyl-propan-2-ol / 24 h / 0 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 5 steps<br /> </b>1.1: 50 percent aq. KOH / ethanol / 0.5 h / 20 &deg;C<br />1.2: 55 percent / ethanol<br />2.1: H₂ / 5 percent Pd/C / ethanol / 20 &deg;C<br />2.2: 99 percent / NaBH₄ / ethanol<br />3.1: thionyl chloride / CH₂Cl₂ / 0.08 h / 20 &deg;C<br />4.1: 1,8-DBU / benzene / Heating<br />5.1: 75 percent / AD-mix-α; CH₃SO₂NH₂ / H₂O; 2-methyl-propan-2-ol / 24 h / 0 &deg;C<br /> <br /> &nbsp;