Potassium Iodide → HCID 24751745、化合物

HRID 1477456ノート

反応式

HRID 1477456 の反応式
[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

参加物

8

反応物 4

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

生成物 1

HCID 24751745HCID 24751745、化合物収率 64.5%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
70 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-17c682a6c00e472dbd3181f823903375
出典データセット
uspto-grants-2016_08
特許番号
US09403802B2

反応ノート

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