sodium methylate in ethanol

in diethyl ether; water; isopropyl alcohol

sodium ethanolate in ethanol 4 h; Heating;

hydrogenchloride; iron in ethanol 2 h; Heating;

1: 82 percent / iron powder, hydrochloric acid / aq. ethanol / 2 h / Heating 2: triethylamine / CH2Cl2 / Ambient temperature; overnight 3: 98 percent / CH2Cl2 / Ambient temperature; overnight 4: 1) POCl3,PCl5, 2) triethylamine / 1) r.t., 4 h, 2) methylene chloride, r.t., 30 min View Scheme

1: 82 percent / iron powder, hydrochloric acid / aq. ethanol / 2 h / Heating 2: triethylamine / CH2Cl2 / Ambient temperature; overnight 3: 98 percent / CH2Cl2 / Ambient temperature; overnight View Scheme