Potassium Iodide → Cgp 57698

HRID 1721170노트

반응식

HRID 1721170 반응식
[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([CH2:12][O:13][C:14]3[CH:15]=[C:16]([CH:18]=[CH:19][CH:20]=3)[NH2:17])=[N:9]2)=[CH:4][CH:3]=1.[C:21](=[O:24])([O-])[O-:22].[Na+].[Na+].N[C:28]1C=[C:30]([OH:34])[CH:31]=[CH:32][CH:33]=1.Br[CH2:36][C:37]1C=CC2C(=CC(F)=CC=2)N=1.C(=O)([O-])[O-].[Cs+].[Cs+].[I-].[K+]>CC(C)=O>[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([CH2:12][O:13][C:14]3[CH:15]=[C:16]([NH:17][C:30](=[O:34])[CH2:31][C:32]([CH2:33][CH3:28])([CH2:36][CH3:37])[C:21]([OH:22])=[O:24])[CH:18]=[CH:19][CH:20]=3)=[N:9]2)=[CH:4][CH:3]=1

참가 물질

8

반응물 6

HCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 10796Cesium carbonateHCID 115683-AminophenolHCID 224168723-(7-Fluoro-2-quinolinylmethoxy)anilineHCID 224168812-(Bromomethyl)-7-fluoroquinoline

생성물 1

HCID 9888588Cgp 57698

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

3-(7-fluoro-2-quinolinylmethoxy)aniline: 1.99 g of sodium carbonate are added to a solution of 1.36 g of 3-aminophenol in 150 ml of acetone and the batch is stirred for 15 min. at 20°. 3.0 g of 2-bromomethyl-7-fluoroquinoline, 4.07 g of caesium carbonate and 0.1 g of potassium iodide are added to the mixture which is boiled under reflux for 3 hours. The reaction mixture is filtered, the precipitate is washed with acetone and the filtrate is concentrated by evaporation. The residue is taken up in methylene chloride, washed with water, dried over sodium sulfate and concentrated by evaporation. The resulting orange oil is chromatographed on 200 g of silica gel using hexane/ethyl acetate 3:1. The title compound is obtained in the form of a yellow solid of m.p. 88°-89°.

후처리

  1. temperatureunder reflux for 3 hours
  2. filtrationThe reaction mixture is filtered
  3. washthe precipitate is washed with acetone
  4. concentrationthe filtrate is concentrated by evaporation
  5. washwashed with water
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated by evaporation
  8. customThe resulting orange oil is chromatographed on 200 g of silica gel

출처 및 근거

ORD 기록
ord-1acb8656019445ec83dff57a6f7473bb
출처 데이터셋
uspto-grants-1996_04
특허 번호
US05508408

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