반응 #51869

반응 방정식

diethyl 1,3,5-benzenetricarboxylate

O-benzylhydroxyamine hydrochloride

N-methylmorpholine

EDC

→

white powder

수율 59.0%

diethyl 5-[[(phenylmethoxy)amino]carbonyl]-1,3-benzenedicarboxylate

수율 59.0%

반응 조건

후처리

1. 1
   기타The solvent was removed by evaporator
2. 2
   workup.DISSOLUTIONthe residue was dissolved in EtOAc (150 mL)
3. 3
   세척The organic solution was washed with 1 N HCL (150 mL)
4. 4
   세척washed with saturated aqueous NaHCO3 (50 mL)
5. 5
   건조dried over Na2SO4
6. 6
   농축concentrated
7. 7
   기타to give white solid
8. 8
   기타This material was recrystallized from EtOAc

실험 절차

To a solution of diethyl 1,3,5-benzenetricarboxylate (3.192 g, 20 mol) and O-benzylhydroxyamine hydrochloride (4.789 g, 19 mmol) in 40 mL were added N-methylmorpholine (2.2 mL, 20 mmol) and EDC (3.834 g, 20 mmol) at 0° C., and the mixture was stirred at room temperature for 20 hours. The solvent was removed by evaporator and the residue was dissolved in EtOAc (150 mL). The organic solution was washed with 1 N HCL (150 mL), washed with saturated aqueous NaHCO3 (50 mL), dried over Na2SO4, and concentrated to give white solid. This material was recrystallized from EtOAc to give 4.154 g of white powder (59% yield).

출처