1: 78 percent / DMPU, n-BuLi / tetrahydrofuran; hexane / 1.) 0 deg C, 20 min, 2.) -78 deg C, 60 min; -78 to 0 deg C 2: H2 / Rh(PPh3)Cl / benzene / 2 h / 25 °C 3: 5 N aq. NaOH / ethanol / Heating View Scheme

1: 78 percent / DMPU, n-BuLi / tetrahydrofuran; hexane / 1.) 0 deg C, 20 min, 2.) -78 deg C, 60 min; -78 to 0 deg C 2: H2 / Rh(PPh3)Cl / benzene / 2 h / 25 °C 3: 5 N aq. NaOH / ethanol / Heating View Scheme

1: 78 percent / DMPU, n-BuLi / tetrahydrofuran; hexane / 1.) 0 deg C, 20 min, 2.) -78 deg C, 60 min; -78 to 0 deg C 2: H2 / Rh(PPh3)Cl / benzene / 2 h / 25 °C 3: 5 N aq. NaOH / ethanol / Heating View Scheme