反応 #3639

反応方程式

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

溶媒

methylene chloride

ethyl acetate

methylene chloride

反応条件

後処理

1. 1
   その他followed by ice bath
2. 2
   温度cooling
3. 3
   workup.ADDITIONaddition
4. 4
   その他the ice bath is removed
5. 5
   その他The volatiles are removed in vacuo
6. 6
   その他to give a residue which
7. 7
   洗浄The solution is washed with water, 1N HCl, NaHCO3, and brine
8. 8
   乾燥The organic layer is dried with Na2SO4
9. 9
   ろ過filtered
10. 10
    その他evaporated in vacuo
11. 11
    その他to give a solid which
12. 12
    その他is purified by flash chromatography on silica gel

実験手順

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.

出典