1: EtMgBr, CuCl / diethyl ether; tetrahydrofuran 2: H2 / Pd-CaCO3 / light petroleum 3: oxalic acid, H2O / acetone View Scheme

1: 68 percent / n-BuLi / hexane; tetrahydrofuran / 1) -78 deg C, 1 h, 2) r.t., 18 h 2: 88 percent / HCl/H2O / 3 h / Ambient temperature 3: 1) Mg 4: 1) AgNO3, 2) KCN / H2O; ethanol / Ambient temperature; 1) r.t., 30 min, 2) r.t., 30 min View Scheme

1: 68 percent / n-BuLi / hexane; tetrahydrofuran / 1) -78 deg C, 1 h, 2) r.t., 18 h 2: 88 percent / HCl/H2O / 3 h / Ambient temperature View Scheme