ammonia; lithium in tetrahydrofuran; ethanol 0.5 h;

<b>Multi-step reaction with 7 steps<br /> </b>1: 1.) mercuric acetate, water, 2.) sodium borohydride / 1.) water, THF, 7 min, 2.) 2 h<br />2: 63 percent / lithium, ammonia / tetrahydrofuran / 3 h / -33 &deg;C<br />3: 1.4 g / pyridine / 15 h / Ambient temperature<br />4: 1.) thionyl chloride, pyridine, 2.) LAH / 1.) ether 0 deg C, 10 min<br />5: pyridine<br />6: LiAlH₄ <br />7: pyridine<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: 1.) thionyl chloride, pyridine, 2.) LAH / 1.) ether 0 deg C, 10 min<br />2: pyridine<br />3: LiAlH₄ <br />4: pyridine<br /> <br /> &nbsp;

<b>Multi-step reaction with 5 steps<br /> </b>1: 1.4 g / pyridine / 15 h / Ambient temperature<br />2: 1.) thionyl chloride, pyridine, 2.) LAH / 1.) ether 0 deg C, 10 min<br />3: pyridine<br />4: LiAlH₄ <br />5: pyridine<br /> <br /> &nbsp;