반응 #3648

반응 방정식

4-nitrobenzoyl chloride

6,7-dihydro-5H-pyrrolo[1,2-a][1,5]benzodiazepine

triethylamine

→

desired product

6,7-Dihydro-5-(4-nitrobenzoyl)-5H-pyrrolo[1,2-a][1,5]benzodiazepine

용매

methylene chloride

ethyl acetate

methylene chloride

반응 조건

후처리

1. 1
   기타followed by ice bath
2. 2
   온도cooling
3. 3
   workup.ADDITIONaddition
4. 4
   기타the ice bath is removed
5. 5
   기타The volatiles are removed in vacuo
6. 6
   기타to give a residue which
7. 7
   세척The solution is washed with water, 2N citric acid, NaHCO3, and brine
8. 8
   기타The reaction mixture is dried with Na2 SO4
9. 9
   여과filtered
10. 10
    기타evaporated in vacuo
11. 11
    기타to give a solid which
12. 12
    기타is purified by flash chromatography on silica gel

실험 절차

To a solution of 10 mmol of 6,7-dihydro-5H-pyrrolo[1,2-a][1,5]benzodiazepine in 30 ml of methylene chloride under argon is added 15 mmol of triethylamine followed by ice bath cooling. A solution of 11 mmol of 4-nitrobenzoyl chloride in 10 ml of methylene chloride is added dropwise. Following complete addition, the ice bath is removed and the reaction mixture stirred at room temperature for 2 hours. The volatiles are removed in vacuo to give a residue which is dissolved in ethyl acetate. The solution is washed with water, 2N citric acid, NaHCO3, and brine. The reaction mixture is dried with Na2 SO4, filtered and evaporated in vacuo to give a solid which is purified by flash chromatography on silica gel to give the desired product as a solid.

출처