ammonium acetate; acetic acid in benzene Heating;

1.1: 62 percent / CuBr*Me2S / tetrahydrofuran; diethyl ether / -5 - 25 °C 2.1: KOH; HOCH2CH2OH / H2O / Heating 2.2: AcOH / 0 °C 3.1: diethyl ether / 0 °C 4.1: LDA / tetrahydrofuran / -20 °C 4.2: 94 percent / hexamethylphosphoric acid triamide / -78 °C 5.1: AcOH / H2O / 25 - 60 °C 6.1: CrO3; aq. H2SO4 / acetone / 0 - 20 °C 7.1: diethyl ether / 0 °C 8.1: t-BuOK / benzene / Heating 9.1: DMSO; NaCl / 155 °C 10.1: N2H4; N2H4*HCl / bis-(2-hydroxy-ethyl) ether / 125 °C 10.2: KOH / bis-(2-hydroxy-ethyl) ether / 210 °C View Scheme