Reaktion #51869

Reaktionsgleichung

diethyl 1,3,5-benzenetricarboxylate

O-benzylhydroxyamine hydrochloride

N-methylmorpholine

EDC

→

white powder

Ausbeute 59.0%

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

Ausbeute 59.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was removed by evaporator
2. 2
   workup.DISSOLUTIONthe residue was dissolved in EtOAc (150 mL)
3. 3
   WaschenThe organic solution was washed with 1 N HCL (150 mL)
4. 4
   Waschenwashed with saturated aqueous NaHCO3 (50 mL)
5. 5
   Trocknendried over Na2SO4
6. 6
   Einengenconcentrated
7. 7
   Sonstigeto give white solid
8. 8
   SonstigeThis material was recrystallized from EtOAc

Vorschrift

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).

Quelle