تفاعل #51869

معادلة التفاعل

diethyl 1,3,5-benzenetricarboxylate

O-benzylhydroxyamine hydrochloride

N-methylmorpholine

EDC

→

white powder

المردود 59.0%

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

المردود 59.0%

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solvent was removed by evaporator
2. 2
   workup.DISSOLUTIONthe residue was dissolved in EtOAc (150 mL)
3. 3
   غسيلThe organic solution was washed with 1 N HCL (150 mL)
4. 4
   غسيلwashed with saturated aqueous NaHCO3 (50 mL)
5. 5
   تجفيفdried over Na2SO4
6. 6
   تركيزconcentrated
7. 7
   أخرىto give white solid
8. 8
   أخرىThis material was recrystallized from EtOAc

الإجراء التجريبي

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).

المصدر