sodium acetate in (2S)-N-methyl-1-phenylpropan-2-amine hydrate; acetic acid

acetic acid T=100°C; 1 h; optical yield given as percent de;

1.1: 92.3 percent / Na / 0.5 h 2.1: 95.9 percent / Na / methanol / 0.5 h 3.1: 50.7 percent / ZnCl2 / 108 h / 20 °C 4.1: molecular sieves 4 Angstroem / 1,2-dichloro-ethane / 1.5 h / 20 °C 4.2: 66.2 percent / trimethylsilyl triflate / 1,2-dichloro-ethane / 0.25 h / -18 °C 5.1: acetic acid; H2O / 45 °C 6.1: pyridine 7.1: 89.7 percent / Na / methanol / 1.5 h View Scheme

1: lithium bromide 2: Ag2CO3; silver perchlorate 3: acetic acid; zinc 4: trifluoroacetic acid / methoxybenzene View Scheme

1: 78 percent / LiBr / acetonitrile / 3 h / 20 °C 2: 59 percent / 4 Angstroem molecular sieves; AgClO4; 2,4,6-collidine / CH2Cl2 / 2 h / 20 °C 3: H2 / Pd/C / methanol / 0.5 h 4: 95 percent / iPr2NEt / CH2Cl2 / 1 h View Scheme