1.1: 85 percent / NaH / tetrahydrofuran / 2 h / 20 °C 2.1: AIBN; Bu3SnD / benzene / 80 °C 2.2: TBAF / tetrahydrofuran / 1 h / 20 °C View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '3592982', constants.ctx, '0')">sodium methylate</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1098229', constants.ctx, '0')">methanol</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '1730800', constants.ctx, '0')">dichloromethane</a> <br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 68 percent / NaBH₄ / CH₂Cl₂; ethanol / 0 - 20 &deg;C<br />2: 100 percent / MeONa / methanol; CH₂Cl₂ <br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1.1: NaBH₄ / ethanol / 0.25 h<br />1.2: 79 percent / ethanol / 18 h<br />2.1: MeONa / methanol / 5 h<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 74 percent / boron trifluoride etherate / CH₂Cl₂ <br />2: NaOMe / methanol<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 74 percent / boron trifluoride etherate / CH₂Cl₂ <br />2: NaOMe / methanol<br /> <br /> &nbsp;