Dimethylformamide → 2-[3-(4-Fluoro-2-nitrophenoxy)propyl]isoindole-1,3-dione

HRID 238311

반응식

HRID 238311 반응식
C(=O)([O-])[O-].[K+].[K+].Br[CH2:8][CH2:9][CH2:10][N:11]1[C:15](=[O:16])[C:14]2=[CH:17][CH:18]=[CH:19][CH:20]=[C:13]2[C:12]1=[O:21].CN(C)C=O.[F:27][C:28]1[CH:33]=[CH:32][C:31]([OH:34])=[C:30]([N+:35]([O-:37])=[O:36])[CH:29]=1>O>[F:27][C:28]1[CH:33]=[CH:32][C:31]([O:34][CH2:8][CH2:9][CH2:10][N:11]2[C:15](=[O:16])[C:14]3[C:13](=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:12]2=[O:21])=[C:30]([N+:35]([O-:37])=[O:36])[CH:29]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 21611N-3-BromopropylphthalimideHCID 1362364-Fluoro-2-nitrophenol

생성물 1

HCID 669171582-[3-(4-Fluoro-2-nitrophenoxy)propyl]isoindole-1,3-dione수율 100.4%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
60 °C

실험 절차

Potassium carbonate (10.8 g, 78.1 mmol) and N-(3-bromopropyl)phthalimide (12.1 g, 45.1 mmol) were added to a N,N-dimethylformamide (DMF) solution (80 ml) of 4-fluoro-2-nitrophenol (6.0 g, 38.2 mmol), and the mixture was stirred at 60° C. for 4 hours. After the reaction mixture was cooled to room temperature, water (200 ml) was added, and the reaction mixture was then cooled with ice. The precipitated insoluble matter was collected by filtration. After being washed with water (50 ml×3), the substance remaining in the filter was air-dried, giving 13.2 g of powdery pale yellow 2-[3-(4-fluoro-2-nitrophenoxy)propyl]isoindole-1,3-dione (yield: 100%).

후처리

  1. temperatureAfter the reaction mixture was cooled to room temperature
  2. temperaturethe reaction mixture was then cooled with ice
  3. filtrationThe precipitated insoluble matter was collected by filtration
  4. washAfter being washed with water (50 ml×3)
  5. customwas air-dried

출처 및 근거

ORD 기록
ord-eac80c56130c4a7aa034e5f0c148058a
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642619B2

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