1: H2 / Lindlar catalyst / methanol / 24 h 2: LiAlH4, TiCl3 / tetrahydrofuran / 1 h / Ambient temperature 3: 80 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature View Scheme

1: H2 / Lindlar catalyst / methanol / 24 h 2: LiAlH4, TiCl3 / tetrahydrofuran / 1 h / Ambient temperature 3: 80 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature 4: MnO2 / CH2Cl2 / 2 h / Ambient temperature 5: 80 percent / AgO, NaCN / methanol / 18 h / Ambient temperature View Scheme

1: H2 / Lindlar catalyst / methanol / 24 h 2: LiAlH4, TiCl3 / tetrahydrofuran / 1 h / Ambient temperature 3: 80 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature 4: MnO2 / CH2Cl2 / 2 h / Ambient temperature View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '103853', constants.ctx, '0')">1H-imidazole</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '605365', constants.ctx, '0')">N,N-dimethyl-formamide</a> <br />18&nbsp;h;&nbsp;&nbsp;Ambient temperature;&nbsp;<br /> &nbsp;