1: 86 percent / concd H2SO4 / 24 h / Heating 2: 1.) Tl(OCOCF3)3, 2.) aq. KI / 1.) TFA, RT, 5 d, 2.) TFA, 15 min 3: 90 percent / 1 N NaOH / ethanol / 1.5 h / Heating View Scheme

<b>Multi-step reaction with 8 steps<br /> </b>1: SOCl₂ / dimethylformamide / 1 h / 80 &deg;C<br />2: AlCl₃ / dimethylformamide / 1 h / 90 &deg;C<br />3: 85 percent / dimethylsulfoxide / 2 h / 80 &deg;C<br />4: 95 percent / NH₂NH₂*H₂O, KOH / bis-(2-hydroxy-ethyl) ether / 4 h / Heating<br />5: 95 percent / diethyl ether / 12 h / 0 &deg;C<br />6: 90 percent / LiAlH₄ / diethyl ether / 4 h / Heating<br />7: 88 percent / Me₃SiI / CH₂Cl₂ / 24 h / Ambient temperature<br />8: 1.) n-BuLi / 1.) THF, -78 deg C, 2.) THF, a) -78 deg C, 10 min, b) from -78 deg C to RT<br /> <br /> &nbsp;

<b>Multi-step reaction with 7 steps<br /> </b>1: AlCl₃ / dimethylformamide / 1 h / 90 &deg;C<br />2: 85 percent / dimethylsulfoxide / 2 h / 80 &deg;C<br />3: 95 percent / NH₂NH₂*H₂O, KOH / bis-(2-hydroxy-ethyl) ether / 4 h / Heating<br />4: 95 percent / diethyl ether / 12 h / 0 &deg;C<br />5: 90 percent / LiAlH₄ / diethyl ether / 4 h / Heating<br />6: 88 percent / Me₃SiI / CH₂Cl₂ / 24 h / Ambient temperature<br />7: 1.) n-BuLi / 1.) THF, -78 deg C, 2.) THF, a) -78 deg C, 10 min, b) from -78 deg C to RT<br /> <br /> &nbsp;