1: LiCl*H2O, H2O / 4 h / 160 - 165 °C 2: 90 percent / LAH / diethyl ether 3: 82 percent / Na/NH3 / tetrahydrofuran / 4 h / -78 °C View Scheme

1: LiCl*H2O, H2O / 4 h / 160 - 165 °C 2: 90 percent / LAH / diethyl ether 3: 82 percent / Na/NH3 / tetrahydrofuran / 4 h / -78 °C 4: 82 percent / pyridine / 1) 0 deg C, 1 h, 2) overnight View Scheme

1: LiCl*H2O, H2O / 4 h / 160 - 165 °C 2: 90 percent / LAH / diethyl ether 3: 82 percent / Na/NH3 / tetrahydrofuran / 4 h / -78 °C 4: 91 percent / pyridinium chlorochromate (PCC) / CH2Cl2 View Scheme

<b>Multi-step reaction with 3 steps<br /> </b>1: LiNH₂, NH₃ (liquid)<br />2: 80 percent / Ph₃P, Br₂ (5.5 M in CCl₄), pyridine / CH₂Cl₂ / 2 h / Ambient temperature<br />3: NaH / 1) DMF, 0-60 deg C, 2) 4 h, 60 deg C<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: LiNH₂, NH₃ (liquid)<br />2: 80 percent / Ph₃P, Br₂ (5.5 M in CCl₄), pyridine / CH₂Cl₂ / 2 h / Ambient temperature<br />3: NaH / 1) DMF, 0-60 deg C, 2) 4 h, 60 deg C<br /> <br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '4122952', constants.ctx, '0')">sodium hydride</a> <br />&nbsp;1) DMF, 0-60 deg C, 2) 4 h, 60 deg C;&nbsp;&nbsp;Multistep reaction;&nbsp;<br /> &nbsp;