Реакция #83459

Уравнение реакции

4-nitrobenzoyl chloride

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

triethylamine

→

desired product

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

Растворители

methylene chloride

ethyl acetate

methylene chloride

Условия реакции

Обработка

1. 1
   Другоеfollowed by ice bath
2. 2
   Температураcooling
3. 3
   workup.ADDITIONaddition
4. 4
   Другоеthe ice bath is removed
5. 5
   ДругоеThe volatiles are removed in vacuo
6. 6
   Другоеto give a residue which
7. 7
   ПромывкаThe solution is washed with water, 1N HCl, NaCHO3, and brine
8. 8
   СушкаThe reaction mixture is dried with Na2SO4
9. 9
   Фильтрацияfiltered
10. 10
    Другоеevaporated in vacuo
11. 11
    Другоеto give a solid which
12. 12
    Другоеis purified by flash chromatography on silica gel

Методика

To a solution of 1.0 mmol of 9,10-dihydro-4H-furo[2,3-e]pyrrolo[1,2-a][1,4]diazepine in 10 ml of methylene chloride under argon is added 1.5 mmol of triethylamine followed by ice bath cooling. A solution of 1.1 mmol of 4-nitrobenzoyl chloride in 5 ml of methylene chloride is added dropwise. Following complete addition, the ice bath is removed and the reaction mixture is 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, NaCHO3, and brine. The reaction mixture 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.

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