sodium hydrogencarbonate; phenyl hydroxylamine in diethyl ether 2.5 h;

methanol; sodium methylate T=20°C;

ammonium chloride; zinc in tetrahydrofuran; water T=0°C;

1: 85 percent / DCC; DMAP / CH2Cl2 / 3 h / 20 °C 2: 82 percent / KHMDS / tetrahydrofuran; toluene / -78 - 20 °C 3: 88 percent / NaOAc; Ac2O / 3 h / 65 °C 4: 79 percent / NaCN / dimethylsulfoxide; H2O / 2 h / 160 °C View Scheme

in vinyl acetate