Potassium Iodide → HCID 24751745, 화합물

HRID 1477456노트

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HRID 1477456 반응식
[F:1][C:2]1[CH:11]=[CH:10][C:9]([F:12])=[C:8]2[C:3]=1[C:4](=[O:18])[C:5]([C:13]([O:15]CC)=[O:14])=[CH:6][NH:7]2.[I-].[K+].C(=O)([O-])[O-].[K+].[K+].Cl[CH2:28][C:29]1[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[CH:31][CH:30]=1>CN(C=O)C.O.C(OCC)(=O)C>[F:1][C:2]1[CH:11]=[CH:10][C:9]([F:12])=[C:8]2[C:3]=1[C:4](=[O:18])[C:5]([C:13]([OH:15])=[O:14])=[CH:6][N:7]2[CH2:28][C:29]1[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[CH:31][CH:30]=1

참가 물질

8

반응물 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 699934-Methyloxybenzyl chlorideHCID 2800571Ethyl 5,8-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate

생성물 1

HCID 24751745HCID 24751745, 화합물수율 64.5%

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
70 °C

실험 절차

To a solution of ethyl 5,8-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (5.0 g), potassium iodide (3.3 g) and potassium carbonate (4.1 g) in DMF (100 mL) was added 1-(chloromethyl)-4-methoxybenzene (4.6 g), and the mixture was stirred at 70° C. for 14 hr. The reaction mixture was diluted with water and ethyl acetate, and the organic layer was separated, washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated. The obtained residue was dissolved in ethanol-THF (1:1, 40 mL), 1 N aqueous sodium hydroxide solution (20 mL) was added, and the mixture was stirred at room temperature for 6 hr. The reaction mixture was diluted with water, neutralized with 1 N hydrochloric acid (20 mL), and the precipitate was collected by filtration, washed with water, and dried to give the title compound (4.4 g).

후처리

  1. customthe organic layer was separated
  2. washwashed with saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated
  5. dissolutionThe obtained residue was dissolved in ethanol-THF (1:1, 40 mL)
  6. addition1 N aqueous sodium hydroxide solution (20 mL) was added
  7. stirringthe mixture was stirred at room temperature for 6 hr
  8. additionThe reaction mixture was diluted with water
  9. filtrationthe precipitate was collected by filtration
  10. washwashed with water
  11. customdried

출처 및 근거

ORD 기록
ord-17c682a6c00e472dbd3181f823903375
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09403802B2

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