1: TsOH / CH2Cl2 / 1 h / Ambient temperature 2: LiAlH4 / diethyl ether; tetrahydrofuran / 2 h / 0 °C / Heating 3: TsOH / benzene / 24 h / Heating 4: I2, PPh3, imidazole / toluene / 3 h / Ambient temperature 5: NaHCO3 / acetonitrile / 4 h / Heating 6: 1.) KN(SiMe3)2 / 1.) -78 deg C, 2 h, 2.) THF-HMPA, -78 deg C -> r.t., 16 h 7: Bu4NF / dimethylformamide / 2 h / Ambient temperature 8: 1.) Re2O7, lutidine, 2.) TsOH / 1.) CH2Cl2, 4 h, 2.) dimethoxypropane, acetone, 1 h 9: PPH3, DEAD / benzene / 16 h 11: CH2Cl2 / 1 h / -20 - 0 °C 12: TsOH / methanol; H2O / 16 h / Ambient temperature 13: pyridine / 2 h / 100 °C 14: LiAlH4 / diethyl ether; tetrahydrofuran / 2 h / 0 °C / Heating 16: I2, PPh3, imidazole / CH2Cl2 / 1 h / Ambient temperature 17: NaHCO3 / acetonitrile / 24 h / 45 °C 18: 1.) n-BuLi / 1.) THF, 0 deg C, 0.5 h, 2.) THF, 0 deg C -> room temp., 1 h 19: H2, Rh(PPh3)3Cl / benzene; ethanol / 2 h / Ambient temperature 20: acetyl chloride / methanol; diethyl ether / 6 h / Heating View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1098214', constants.ctx, '0')">hydrogenchloride</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '11342937', constants.ctx, '0')">potassium hydroxide</a> <br />&nbsp;1.) MeOH;&nbsp;&nbsp;Multistep reaction;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: AD-mix-β; MeSO₂NH₂ / 2-methyl-propan-2-ol; H₂O / 16 h / 0 &deg;C<br />2: aq. KOH / methanol / 2 h / 60 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: 94 percent / tetrahydrofuran / 0.5 h / 0 &deg;C<br />2: 81 percent / propionic acid / xylene / 2 h / Heating<br />3: AD-mix-β; MeSO₂NH₂ / 2-methyl-propan-2-ol; H₂O / 16 h / 0 &deg;C<br />4: aq. KOH / methanol / 2 h / 60 &deg;C<br /> <br /> &nbsp;