1: magnesium; diisobutylaluminium hydride / tetrahydrofuran; n-heptane / 50 - 55 °C 2: tetrahydrofuran / 0.67 h / 20 - 25 °C / |Large scale 3: methanesulfonic acid; hydrogen bromide / n-heptane / 0.5 h / 65 - 75 °C / |Large scale 4: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / |Large scale 5: potassium carbonate / N,N-dimethyl-formamide; water / 35 °C / |Large scale 6: palladium on carbon; acetic acid / tetrahydrofuran / 60 °C / 1725.17 Torr / |Large scale View Scheme

1: methanesulfonic acid; hydrogen bromide / n-heptane / 0.5 h / 65 - 75 °C / |Large scale 2: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / |Large scale 3: potassium carbonate / N,N-dimethyl-formamide; water / 35 °C / |Large scale 4: palladium on carbon; acetic acid / tetrahydrofuran / 60 °C / 1725.17 Torr / |Large scale View Scheme