Water → 3-[4-(Butoxycarbonylmethoxy)-2-fluoro5-nitrophenyl]-1-methyl-6-trifluoromethyl-2-oxo-1,2-dihydropyrazine

HRID 849923

反応式

HRID 849923 の反応式
[F:1][C:2]1[CH:7]=[C:6](F)[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][C:3]=1[C:12]1[C:13](=[O:23])[N:14]([CH3:22])[C:15]([C:18]([F:21])([F:20])[F:19])=[CH:16][N:17]=1.[F-].[K+].[C:26]([O:30][CH2:31][CH2:32][CH2:33][CH3:34])(=[O:29])[CH2:27][OH:28].O>O1CCOCC1>[CH2:31]([O:30][C:26]([CH2:27][O:28][C:6]1[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][C:3]([C:12]2[C:13](=[O:23])[N:14]([CH3:22])[C:15]([C:18]([F:20])([F:21])[F:19])=[CH:16][N:17]=2)=[C:2]([F:1])[CH:7]=1)=[O:29])[CH2:32][CH2:33][CH3:34]

参加物

6

反応物 4

HCID 962WaterHCID 81882Butyl GlycolateHCID 522689Potassium FluorideHCID 193654873-(2,4-Difluoro-5-nitrophenyl)-1-methyl-6-trifluoromethyl-2-oxo-1,2-dihydropyrazine2 回

生成物 1

HCID 193654963-[4-(Butoxycarbonylmethoxy)-2-fluoro5-nitrophenyl]-1-methyl-6-trifluoromethyl-2-oxo-1,2-dihydropyrazine収率 82.4%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

Then, 7.61 g of 3-(2,4-difluoro-5-nitrophenyl)-1-methyl-6-trifluoromethyl-2-oxo-1,2-dihydropyrazine (present compound 1-16) was dissolved in 10 ml of 1,4-dioxane, to which 5.28 g of potassium fluoride and 9.0 g of butyl glycolate were added, and the mixture was heated under reflux for 1.5 hours. After completion of the reaction, the reaction mixture was left cooling to room temperature. The reaction mixture was poured into water, followed by extraction with ethyl acetate. The organic layer was washed with saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography, which afforded 8.37 g (yield, 82%) of 3-[4-(butoxycarbonylmethoxy)-2-fluoro5-nitrophenyl]-1-methyl-6-trifluoromethyl-2-oxo-1,2-dihydropyrazine (the present compound depicted below; m.p., 109.5° C.). ##STR40##

後処理

  1. additionwere added
  2. temperaturethe mixture was heated
  3. temperatureunder reflux for 1.5 hours
  4. customAfter completion of the reaction
  5. waitthe reaction mixture was left
  6. extractionfollowed by extraction with ethyl acetate
  7. washThe organic layer was washed with saturated sodium chloride solution
  8. dry with materialdried with anhydrous magnesium sulfate
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-6a9cb36e4f8242a090d57dc7fe78646f
出典データセット
uspto-grants-2000_01
特許番号
US06015774

関連ノート

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