10 palladium on activated charcoal; hydrogen in tetrahydrofuran; methanol T=20°C; 1.5 h;

<b>Multi-step reaction with 2 steps<br /> </b>1.1: sulfuric acid; acetic acid / 1.5 h / 80 &deg;C<br />2.1: boron tribromide / dichloromethane / 1.5 h / 0 &deg;C / Inert atmosphere<br />2.2: 0.5 h / 20 &deg;C / Inert atmosphere<br /> <br /> &nbsp;

<b>Multi-step reaction with 6 steps<br /> </b>1.1: sodium acetate / 1 h / 110 &deg;C<br />2.1: boron trifluoride diethyl etherate; acetic acid / 5 h / 80 &deg;C<br />3.1: pyridine / 15 h / 20 &deg;C / Inert atmosphere<br />4.1: pyridine; potassium hydroxide / 3 h / 70 &deg;C<br />4.2: Cooling with ice<br />5.1: sulfuric acid; acetic acid / 1.5 h / 80 &deg;C<br />6.1: boron tribromide / dichloromethane / 1.5 h / 0 &deg;C / Inert atmosphere<br />6.2: 0.5 h / 20 &deg;C / Inert atmosphere<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1.1: pyridine / 15 h / 20 &deg;C / Inert atmosphere<br />2.1: pyridine; potassium hydroxide / 3 h / 70 &deg;C<br />2.2: Cooling with ice<br />3.1: sulfuric acid; acetic acid / 1.5 h / 80 &deg;C<br />4.1: boron tribromide / dichloromethane / 1.5 h / 0 &deg;C / Inert atmosphere<br />4.2: 0.5 h / 20 &deg;C / Inert atmosphere<br /> <br /> &nbsp;