Methanol → 6-chloro-4-phenylisocoumarin-3-carboxylic Acid Methyl Ester

HRID 750113ノート

反応式

HRID 750113 の反応式
[Cl: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]([Cl:1])=[CH:12][CH:11]=2)=[O:9])=[O:15]

参加物

4

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 103800926-chloro-4-phenylisocoumarin-3-carboxylic Acid

生成物 1

HCID 691565656-chloro-4-phenylisocoumarin-3-carboxylic Acid Methyl Ester

実験手順

To a solution of 6-chloro-4-phenylisocoumarin-3-carboxylic acid (9 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 (8.7 g) as colorless crystals.

後処理

  1. temperaturethe mixture was refluxed for 2 hrs
  2. concentrationThe reaction mixture was concentrated
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with water and brine
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated
  7. customThe residue was crystallized from isopropyl ether

出典と根拠

ORDレコード
ord-1f6c20759aa44496aed9d6e5f123b6c8
出典データセット
uspto-grants-2008_07
特許番号
US07402595B2

反応ノート

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