تفاعل #3622

معادلة التفاعل

4-nitrobenzoyl chloride

4,5-dihydropyrrolo[1,2-a]quinoxaline

triethylamine

→

desired product

4,5-Dihydro-5-(4-nitrobenzoyl)pyrrolo[1,2-a]quinoxaline

المذيبات

methylene chloride

ethyl acetate

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   أخرىfollowed by ice bath
2. 2
   درجة الحرارةcooling
3. 3
   workup.ADDITIONaddition
4. 4
   أخرىthe ice bath is removed
5. 5
   أخرىThe volatiles are removed in vacuo
6. 6
   أخرىto give a residue which
7. 7
   غسيلThe solution is washed with water, 1N HCl, NaHCO3, and brine
8. 8
   تجفيفThe reaction mixture is dried with Na2SO4
9. 9
   ترشيحfiltered
10. 10
    أخرىevaporated in vacuo
11. 11
    أخرىto give a solid which
12. 12
    أخرىis purified by flash chromatography

الإجراء التجريبي

To a solution of 5 mmol of 4,5-dihydropyrrolo[1,2-a]quinoxaline in 50 ml of methylene chloride under argon is added 10 mmol of triethylamine followed by ice bath cooling. A solution of 5 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 reaction mixture is dried with Na2SO4, filtered and evaporated in vacuo to give a solid which is purified by flash chromatography to give the desired product (from ethyl acetate) as a solid, m.p. 174°-178° C.

المصدر