1: Mg(OMe)2, NaBH4 / benzene; methanol / 1.5 h / 65 °C 2: 87 percent / pyridine / Ambient temperature 3: 95 percent / NaH / tetrahydrofuran / Ambient temperature 4: 1.) t-BuOK; 2.) NH3 / 1.) t-BuOH; 2.) MeOH 5: H2 / 10 percent palladium on carbon View Scheme

sodium tetrahydroborate; magnesium methanolate in methanol; benzene T=65°C; 1.5 h; Title compound not separated from byproducts;

Multi-step reaction with 2 steps 1: Mg(OMe)2, NaBH4 / benzene; methanol / 1.5 h / 65 °C2: 87 percent / pyridine / Ambient temperature  

Multi-step reaction with 3 steps 1: Mg(OMe)2, NaBH4 / benzene; methanol / 1.5 h / 65 °C2: 87 percent / pyridine / Ambient temperature3: 95 percent / NaH / tetrahydrofuran / Ambient temperature