반응 #3639

반응 방정식

4-nitrobenzoyl chloride

9,10-dihydro-4H-pyrrolo[1,2-a]thieno[2,3-e][1,4]diazepine

triethylamine

→

desired product

9,10-Dihydro-10-(4-nitrobenzoyl)-4H-pyrrolo[1,2-a]thieno[2,3-e][1,4]diazepine

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, 1N HCl, NaHCO3, and brine
8. 8
   건조The organic layer is dried with Na2SO4
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 9,10-dihydro-4H-pyrrolo[1,2-a]thieno[2,3-e][1,4]diazepine in 50 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, 1N HCl, NaHCO3, and brine. The organic layer is dried with Na2SO4, filtered and evaporated in vacuo to give a solid which is purified by flash chromatography on silica gel to give desired product as a solid.

출처