1: 62 percent / pyridine 2: 80 percent / lithium bromide / acetone / 24 h / Ambient temperature 3: magnesium (from magnesium chloride and potassium metal, 3-(4-methoxyphenyl)propanal / tetrahydrofuran 4: 74 percent / pyridinium chlorochromate / CH2Cl2 / 4.5 h View Scheme

1: 62 percent / pyridine 2: 80 percent / lithium bromide / acetone / 24 h / Ambient temperature 3: magnesium (from magnesium chloride and potassium metal, 3-(4-methoxyphenyl)propanal / tetrahydrofuran View Scheme

1: 62 percent / pyridine 2: 80 percent / lithium bromide / acetone / 24 h / Ambient temperature 3: magnesium (from magnesium chloride and potassium metal, 3-(4-methoxyphenyl)propanal / tetrahydrofuran 4: 74 percent / pyridinium chlorochromate / CH2Cl2 / 4.5 h 5: 54 percent / hydrogen chloride / CH2Cl2 / 0.5 h / -25 °C View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '11460447', constants.ctx, '0')">lithium aluminium tetrahydride</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1696894', constants.ctx, '0')">diethyl ether</a> <br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: 1.) aluminium chloride, 2.) sodium dithionite, sodium hydroxide / 1.) 1,1,2,2-tetrachloroethane, room temperature, 16 h; steam-bath, 2 h, 2.) methanol, room temperature, 21 h, reflux, 24 h<br />2: 88 percent / hydrogen / palladium-carbon / acetic acid / 1.5 h / Ambient temperature<br />3: 59 percent / lithium aluminium hydride / diethyl ether<br /> <br /> &nbsp;