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

HRID 238311

反応式

HRID 238311 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-eac80c56130c4a7aa034e5f0c148058a
出典データセット
uspto-grants-2014_02
特許番号
US08642619B2

関連ノート

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