sulfuric acid in tetrahydrofuran 6.5 h; Heating;

1: 86 percent / CsF / dimethylformamide / 6 h / 150 °C 2: (C7H15)N(1+)Cl(1-), D2O, NaOD / toluene / 60 °C 3: NaBD4 / ethanol-d1; H2O / 20 °C 4: 93 percent / aq H2SO4 / tetrahydrofuran / 60 °C View Scheme

1: (C7H15)N(1+)Cl(1-), D2O, NaOD / toluene / 60 °C 2: NaBD4 / ethanol-d1; H2O / 20 °C 3: 93 percent / aq H2SO4 / tetrahydrofuran / 60 °C View Scheme