反应详情

Add sodium acetate (0.309 g) and hydroxyamine hydrochloride (0.197 g) to 4-[3-(benzhydrylidene-amino)-phenoxy]-cis-2-methyl-piperidine-1-carboxylic acid tert-butyl ester isomer 2 (preparation 37) and stir at room temperature. After 1 hr., partition between ethyl acetate and saturated aqueous NaCl, dry over anhydrous sodium sulfate and evaporate. Purify on a silica gel column (35 g, solvent: dichloromethane-2M NH3 in methanol, gradient) to give the title compound (0.290 g). Mass spectrum (electrospray) m/z=251 (M-57+1), 207 (M-BOC+1); 1H NMR (CDCl3): 7.04 (t, 1H), 6.37 (d, 1H), 6.35 (d, 1H), 6.32 (t, 1H), 4.61 (m, 1H), 4.33 (m, 3H), 3.86 (m, 1H), 3.25 (m, 1H), 1.93 (m, 2H), 1.86 (m, 1H), 1.70 (m, 1H), 1.46 (s, 9H), 1.29 (d, J=7.1 Hz, 3H).

1. custom, partition between ethyl acetate and saturated aqueous NaCl
2. dry with materialdry over anhydrous sodium sulfate
3. customevaporate
4. customPurify on a silica gel column (35 g, solvent: dichloromethane-2M NH3 in methanol, gradient)