in N,N-dimethyl-formamide 12 h; Heating;

1.1: t-BuONO; CuBr2 / acetonitrile 2.1: CsF / dimethylsulfoxide / 5 h / 140 - 150 °C 2.2: 18 percent / K2CO3 / dimethylsulfoxide / 36 h / 70 °C 3.1: NaBH4 / propan-2-ol / 10 h / Heating 3.2: aq. HCl / 4 h / Heating 3.3: 53 percent / NaBH4 / propan-2-ol / 12 h / Heating 4.1: 83 percent / dimethylformamide / 12 h / Heating View Scheme

1.1: CsF / dimethylsulfoxide / 5 h / 140 - 150 °C 1.2: 18 percent / K2CO3 / dimethylsulfoxide / 36 h / 70 °C 2.1: NaBH4 / propan-2-ol / 10 h / Heating 2.2: aq. HCl / 4 h / Heating 2.3: 53 percent / NaBH4 / propan-2-ol / 12 h / Heating 3.1: 83 percent / dimethylformamide / 12 h / Heating View Scheme

1.1: NaBH4 / propan-2-ol / 10 h / Heating 1.2: aq. HCl / 4 h / Heating 1.3: 53 percent / NaBH4 / propan-2-ol / 12 h / Heating 2.1: 83 percent / dimethylformamide / 12 h / Heating View Scheme