tetrabutylammomium bromide; tin(ll) chloride T=90°C; 0.416667 h;

sodium hydroxide; hydrogen; palladium/active carbon in 1,4-dioxane

hydrogen; palladium/active carbon in 1,4-dioxane

sodium hydroxide; hydrogen; magnesium sulfate; palladium in benzene

1: nitric acid 2: tin; hydrochloric acid View Scheme

1: concentrated sulfuric acid / 130 - 140 °C / Reinigung durch Behandeln mit Aceton 2: glacial acetic acid; water; chromic acid 3: tin dichloride; hydrochloric acid; glacial acetic acid View Scheme

1: glacial acetic acid; water; chromic acid 2: tin dichloride; hydrochloric acid; glacial acetic acid View Scheme

1: concentrated sulfuric acid / 130 - 140 °C / Reinigung durch Behandeln mit Aceton 2: glacial acetic acid; water; chromic acid 3: tin dichloride; hydrochloric acid; glacial acetic acid View Scheme

tetrafluoroboric acid; sodium nitrite 1.) 30 min; 2.) toluene, reflux; Yield given. Multistep reaction;

1: 72 percent / NaBH4 / ethanol / Heating 2: 98 percent / aq. HCl; Br2 / tetrahydrofuran; H2O 3: 79 percent / aq. H3PO2; NaNO2 / H2O / 20 °C 4: 95 percent / SOCl2 / 8 h / 20 °C 5: 30 percent / AgBF4 / dioxane / 24 h / 100 °C 6: 90 percent / NaNO2 / acetic acid; acetic anhydride / 24 h / 20 °C 7: 15 percent / t-BuOK / 2-methyl-propan-2-ol / 20 °C View Scheme