反应详情

To a solution of 5-bromo-2-chloro-N-(2-hydroxyimino-ethyl)-benzamide (2 g, 6.9 mmol) in MeOH (75 mL) under an argon atmosphere at 0° C. was added methyl orange (trace) followed by a saturated solution of MeOH/HCl until a persistent red color was observed. Sodium cyanoborohydride (0.52 g, 8.2 mmol) was dissolved in MeOH (10 mL) and was added sequentially with saturated MeOH/HCl over 0.5 h. The reaction mixture was stirred an additional 2 h and the MeOH was removed in vacuo. The residue was basidified with saturated Na2CO3 and extracted (7×25 mL) with dichloromethane/MeOH (9:1). The combined organic extracts were washed with brine, were dried (Na2SO4) and were concentrated to provide the title compound (0.7 g, 35%) as a white solid. ESMS: M+H=293.

1. customthe MeOH was removed in vacuo
2. extractionextracted (7×25 mL) with dichloromethane/MeOH (9:1)
3. washThe combined organic extracts were washed with brine
4. dry with materialwere dried (Na2SO4)
5. concentrationwere concentrated