1: 95 percent / H2O, OH- / methanol 2: 90 percent / H2 / 10 percent Pd/C / 760 Torr 3: 65 percent / PPA / 80 - 90 °C View Scheme

1: 88 percent / hydrogen / palladium-carbon / acetic acid / 1.5 h / Ambient temperature 2: 59 percent / lithium aluminium hydride / diethyl ether 3: 62 percent / pyridine 4: 80 percent / lithium bromide / acetone / 24 h / Ambient temperature 5: magnesium (from magnesium chloride and potassium metal, 3-(4-methoxyphenyl)propanal / tetrahydrofuran 6: 74 percent / pyridinium chlorochromate / CH2Cl2 / 4.5 h View Scheme

water; hydroxide in methanol

1: 88 percent / hydrogen / palladium-carbon / acetic acid / 1.5 h / Ambient temperature 2: 59 percent / lithium aluminium hydride / diethyl ether 3: 62 percent / pyridine 4: 80 percent / lithium bromide / acetone / 24 h / Ambient temperature 5: magnesium (from magnesium chloride and potassium metal, 3-(4-methoxyphenyl)propanal / tetrahydrofuran View Scheme

1: 88 percent / hydrogen / palladium-carbon / acetic acid / 1.5 h / Ambient temperature 2: 59 percent / lithium aluminium hydride / diethyl ether 3: 62 percent / pyridine 4: 80 percent / lithium bromide / acetone / 24 h / Ambient temperature 5: magnesium (from magnesium chloride and potassium metal, 3-(4-methoxyphenyl)propanal / tetrahydrofuran 6: 74 percent / pyridinium chlorochromate / CH2Cl2 / 4.5 h 7: 54 percent / hydrogen chloride / CH2Cl2 / 0.5 h / -25 °C View Scheme

1: 95 percent / H2O, OH- / methanol 2: 90 percent / H2 / 10 percent Pd/C / 760 Torr View Scheme