반응 #156239

반응 방정식

4-Chloro-3-phenyl-1H-quinoline-2-one

Sodium hydride

1-Ethyl-7-(3-iodopropoxy)-3,3,5-trimethyl-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione

→

title compound

수율 42.8%

7-[3-(4-chloro-2-oxo-3-phenyl-2H-quinolin-1-yl)propoxy]-1-ethyl-3,3,5-trimethyl-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione

수율 42.8%

용매

DMF

반응 조건

후처리

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature for 7 days
2. 2
   기타the generated insoluble matter was separated
3. 3
   workup.DISSOLUTIONThe insoluble matter was dissolved in ethyl acetate
4. 4
   건조The liquid was dried over sodium sulfate and condensed under reduced pressure
5. 5
   기타The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1→1:3)
6. 6
   기타condensed under reduced pressure
7. 7
   기타the residue was recrystallized from ether

실험 절차

4-Chloro-3-phenyl-1H-quinoline-2-one (0.3 g) was suspended in DMF (6 ml). Sodium hydride (60% in oil) (51 mg) was added, and the mixture was stirred for 15 minutes at room temperature. 1-Ethyl-7-(3-iodopropoxy)-3,3,5-trimethyl-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione (0.55 g) was added thereto and the mixture was stirred at room temperature for 7 days. The reaction mixture was poured to ice water (50 ml), and the generated insoluble matter was separated. The insoluble matter was dissolved in ethyl acetate. The liquid was dried over sodium sulfate and condensed under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1→1:3). The purified product was condensed under reduced pressure, and the residue was recrystallized from ether, thereby obtaining the title compound (0.28 g) as a white powder.

출처