oxalyl dichloride; N,N-dimethyl-formamide in 1,2-dichloro-ethane T=85°C; Substitution; 2 h;

1.1: NaH / dimethylsulfoxide / 25 °C 1.2: 89 percent / dimethylsulfoxide / 3 h / 25 °C 2.1: 73 percent / 5 h / 135 - 190 °C 3.1: 96 percent / oxalyl chloride; DMF / 1,2-dichloro-ethane / 2 h / 85 °C View Scheme

1: 73 percent / 5 h / 135 - 190 °C 2: 96 percent / oxalyl chloride; DMF / 1,2-dichloro-ethane / 2 h / 85 °C View Scheme

1: Ac2O 2: POCl3 View Scheme

1: H2 / Pd-C / ethanol 2: N2H4*H2O / ethanol View Scheme