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Methanol → Methyl 6-bromo-1-oxo-4-phenyl-1H-isochromene-3-carboxylate

HRID 750116
ノート
印刷プレビュー

反応式

HRID 750116 の反応式
[Br:1][C:2]1[CH:3]=[C:4]2[C:10](=[CH:11][CH:12]=1)[C:8](=[O:9])[O:7][C:6]([C:13]([OH:15])=[O:14])=[C:5]2[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.S(=O)(=O)(O)O.[CH3:27]O>>[CH3:27][O:14][C:13]([C:6]1[O:7][C:8]([C:10]2[C:4]([C:5]=1[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)=[CH:3][C:2]([Br:1])=[CH:12][CH:11]=2)=[O:9])=[O:15]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 230607776-Bromo-4-phenyl-3-isocoumarincarboxylic acid

生成物 1

HCID 66990710Methyl 6-bromo-1-oxo-4-phenyl-1H-isochromene-3-carboxylate

実験手順

To a solution of 6-bromo-4-phenylisocoumarin-3-carboxylic acid (10 g) in methanol (200 ml) was added sulfuric acid (20 ml) and the mixture was refluxed for 2 hrs. The reaction mixture was concentrated, and the residue was neutralized with aqueous sodium hydrogen carbonate and extracted with ethyl acetate. The organic layer was washed with water and brine, dried over sodium sulfate and concentrated. The residue was crystallized from isopropyl ether to give the title compound (9.76 g) as colorless crystals.

後処理

  • temperaturethe mixture was refluxed for 2 hrs
  • concentrationThe reaction mixture was concentrated
  • extractionextracted with ethyl acetate
  • washThe organic layer was washed with water and brine
  • dry with materialdried over sodium sulfate
  • concentrationconcentrated
  • customThe residue was crystallized from isopropyl ether
  • 出典と根拠

    ORDレコード
    ord-4c4870a03c324597852f41505de2cb1b
    出典データセット
    uspto-grants-2008_07
    DOI
    10.6084/m9.figshare.5104873.v1
    特許番号
    US07402595B2

    反応ノート

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