反应详情

159 g of oxalic acid chloride was dissolved in one liter of dichloromethane, in to which 195.8 g of dimethyl sulfoxide was dropped at -67° C., followed by agitation for 30 minutes. Thereafter, 200 ml of dichloromethane dissolving 66 g of 1-benzyloxycarbonyl-4-(2-hydroxyethyl)piperidine was dropped at -67° C. Subsequently, 380 g of triethylamine was dropped at -67° C., followed by agitation for about 1 hour. After removal of the solvent by distillation, ethyl acetate was added and insoluble matters were removed by filtration, and the resultant filtrate was washed with water and dried with anhydrous magnesium sulfate, followed by filtration and removal of the solvent by distillation. The resultant residue was subjected to silica gel column chromatography (developing solvent: ethyl acetate: hexane=20:80) to obtain 55.0 g of the captioned compound (yield 84%).

1. additionwas dropped at -67° C.
2. waitfollowed by agitation for about 1 hour
3. customAfter removal of the solvent
4. distillationby distillation, ethyl acetate
5. additionwas added
6. custominsoluble matters were removed by filtration
7. washthe resultant filtrate was washed with water
8. dry with materialdried with anhydrous magnesium sulfate
9. filtrationfollowed by filtration and removal of the solvent by distillation