Hydrochloric Acid → 2-(4-Fluorophenyl)-quinolin-3-ol

HRID 228847

반응식

HRID 228847 반응식
[NH2:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=O.Br[CH2:11][C:12]([C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=1)=O.[OH-:21].[Na+].Cl>CO.O>[F:20][C:17]1[CH:18]=[CH:19][C:14]([C:12]2[C:11]([OH:21])=[CH:4][C:3]3[C:2](=[CH:9][CH:8]=[CH:7][CH:6]=3)[N:1]=2)=[CH:15][CH:16]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 682552-AminobenzaldehydeHCID 967492-Bromo-1-(4-fluorophenyl)ethan-1-one

생성물 1

HCID 190675902-(4-Fluorophenyl)-quinolin-3-ol수율 22.7%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

2-Aminobenzaldehyde (118 mg) and 2-bromo-1-(4-fluoro-phenyl)-ethanone (225 mg) were dissolved in methanol (5 ml) to prepare a solution. Sodium hydroxide (100 mg) and water (5 ml) were added to the solution, and the mixture was stirred at room temperature overnight. Dilute hydrochloric acid was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with water and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using ethyl acetate-hexane to give 2-(4-fluorophenyl)-quinolin-3-ol (53 mg, yield 22%).

후처리

  1. customto prepare a solution
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe ethyl acetate layer was then washed with water
  4. dry with materialwas dried over anhydrous sodium sulfate
  5. customThe solvent was removed by distillation under the reduced pressure
  6. customthe residue was purified by thin layer chromatography

출처 및 근거

ORD 기록
ord-717d9670c44846bca936ad9d6a39e3e4
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07560558B2

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