hydrogenchloride; methoxybenzene in 1,4-dioxane Heating; Yield given;

1: 82 percent / CDI, DIEA / tetrahydrofuran; dimethylformamide / Ambient temperature 2: 90 percent / LiAlH4 / diethyl ether / 0.5 h / 0 - 5 °C 3: 1.) aq. NaHSO3 / 1.) MeOH, 5 deg C, overnight, 2.) MeOH, H2O, AcOEt, RT, 5 h 4: conc. aq. HCl, anisole / dioxane / Heating View Scheme

1: 90 percent / LiAlH4 / diethyl ether / 0.5 h / 0 - 5 °C 2: 1.) aq. NaHSO3 / 1.) MeOH, 5 deg C, overnight, 2.) MeOH, H2O, AcOEt, RT, 5 h 3: conc. aq. HCl, anisole / dioxane / Heating View Scheme

sodium hydroxide in 1,4-dioxane 4 h; Ambient temperature;