Water → 1-[2-(1,3-Dioxolan-2-yl)ethyl]-6-fluoroquinoxalin-2(1H)one

HRID 1847086ノート

反応式

HRID 1847086 の反応式
[H-].[Li+].[F:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[CH:8]=[N:7]2.Br[CH2:16][CH2:17][CH:18]1[O:22][CH2:21][CH2:20][O:19]1.O>CN(C)C=O>[O:19]1[CH2:20][CH2:21][O:22][CH:18]1[CH2:17][CH2:16][N:10]1[C:11]2[C:6](=[CH:5][C:4]([F:3])=[CH:13][CH:12]=2)[N:7]=[CH:8][C:9]1=[O:14]

参加物

6

反応物 4

HCID 962WaterHCID 62714Lithium hydrideHCID 877762-(2-Bromoethyl)-1,3-dioxolaneHCID 126863866-Fluoro-1,2-dihydroquinoxalin-2-one

生成物 1

HCID 867250091-[2-(1,3-Dioxolan-2-yl)ethyl]-6-fluoroquinoxalin-2(1H)one収率 32%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

Lithium hydride (57 mg, 7.3 mmol) was added to a solution of 6-fluoroquinoxalin-2(1H)one (1 g, 6.0 mmol) in N,N-dimethylformamide (6 ml) under cooling on ice and the mixture was stirred at room temperature for 30 minutes. The mixture was cooled on ice again and a solution of 2-(2-bromoethyl)-1,3-dioxolane (0.88 ml, 7.3 mmol) in N,N-dimethylformamide (2 ml) was gradually added thereto and the mixture was stirred for 4 hours. Water was added thereto, the mixture was then extracted with ethyl acetate, and the extract was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to yield 0.5 g (32%) of the title compound.

後処理

  1. temperatureunder cooling on ice
  2. temperatureThe mixture was cooled on ice again
  3. stirringthe mixture was stirred for 4 hours
  4. extractionthe mixture was then extracted with ethyl acetate
  5. dry with materialthe extract was dried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-6d0acef788034ee3b21b7f58af07c8d3
出典データセット
uspto-grants-2015_02
特許番号
US08952010B2

反応ノート

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