Reacción #83459

Ecuación de reacción

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

Disolventes

methylene chloride

ethyl acetate

methylene chloride

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrofollowed by ice bath
2. 2
   Temperaturacooling
3. 3
   workup.ADDITIONaddition
4. 4
   Otrothe ice bath is removed
5. 5
   OtroThe volatiles are removed in vacuo
6. 6
   Otroto give a residue which
7. 7
   LavadoThe solution is washed with water, 1N HCl, NaCHO3, and brine
8. 8
   SecadoThe reaction mixture is dried with Na2SO4
9. 9
   Filtraciónfiltered
10. 10
    Otroevaporated in vacuo
11. 11
    Otroto give a solid which
12. 12
    Otrois purified by flash chromatography on silica gel

Procedimiento

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.

Fuente