反应详情

Cyanuric chloride (39.5 g, 0.214 mol) was added to (1-carbamoylmethyl-cyclohexylmethyl)-carbamic acid tert-butyl ester (3) (116 g, 0.429 mol) in 400 mL DMF. An ice-water bath was used to moderate the exotherm, and the reaction mixture was stirred at room temperature for 1.5 hours. The mixture was poured into ice-water containing 120 g (1.43 mol) NaHCO3 and was extracted 4× EtOAc. The extracts were washed 1× water, 2× brine and dried over Na2SO4. Evaporation yielded an oil which was taken up in 3:1 hexane/EtOAc and filtered through silica gel. Evaporation yielded white crystals (86.5 g, 80%); mp 54-58° C.

1. customAn ice-water bath was used
2. extractionwas extracted 4× EtOAc
3. washThe extracts were washed 1× water, 2× brine
4. dry with materialdried over Na2SO4
5. customEvaporation
6. customyielded an oil which
7. filtrationfiltered through silica gel
8. customEvaporation