반응 #977575

반응 방정식

2-((carboxy)methylcarbonylamino)naphthalene

triethylamine

1-hydroxybenzotriazole

1-(3-dimethylaminopropyl)-3-ethylcarbodiimide

1-ethoxycarbonylpiperazine

→

(((4-(ethoxycarbonyl)piperazin-1-yl)carbonylmethyl)carbonyl]aminonaphthalene

수율 62.5%

용매

ethyl acetate

CH2Cl2

반응 조건

후처리

1. 1
   기타The reaction mixture was evaporated in vacuo
2. 2
   기타to afford an oil, which
3. 3
   세척washed with saturated NaHCO3, 1M NaHSO4 and brine
4. 4
   기타The organic layer was evaporated in vacuo

실험 절차

To a solution of 2-((carboxy)methylcarbonylamino)naphthalene (1.2 g, 5.2 mmol) in CH2Cl2 (40 mL) was added triethylamine (2.2 mL, 15.6 mmol) and 1-hydroxybenzotriazole (HOBT) (0.84 g, 6.2 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (EDCI) (1.2 g, 6.2 mmol). After 5 minutes, 1-ethoxycarbonylpiperazine (0.84 mL, 5.3 mmol) was added and the reaction was stirred overnight. The reaction mixture was evaporated in vacuo to afford an oil, which was dissolved in ethyl acetate, and washed with saturated NaHCO3, 1M NaHSO4 and brine. The organic layer was evaporated in vacuo to afford 2-[(((4-(ethoxycarbonyl)piperazin-1-yl)carbonylmethyl)carbonyl]aminonaphthalene (1.2 g), as a solid that was used without further purification.

출처