sodium methylate in methanol; water; acetic acid

sodium hydroxide

1: 51 percent / POCl3, N,N-dimethylaniline / 1 h / Heating 2: 54 percent / conc. HCl, H2O / ethanol / 14 h / Heating 3: 69 percent / conc. H2SO4, fuming HNO3 / from 15 deg C to r.t., then r.t. 30 min 4: H2 / 5percent Pt/C / methanol; aq. NH3 / 517.1 - 2327.2 Torr 5: CH2Cl2 / 0.25 h / below 40 deg C View Scheme

N,N-dimethyl-aniline; trichlorophosphate 1 h; Heating;