Methanol → Methyl 3,5-difluoro-4-hydroxybenzoate

HRID 1675576ノート

反応式

HRID 1675576 の反応式
[CH3:1][OH:2].C([O:10][C:11]1[C:18]([F:19])=[CH:17][C:14]([C:15]#N)=[CH:13][C:12]=1[F:20])C1C=CC=CC=1.S(=O)(=O)(O)O.[OH2:26]>>[F:20][C:12]1[CH:13]=[C:14]([CH:17]=[C:18]([F:19])[C:11]=1[OH:10])[C:15]([O:2][CH3:1])=[O:26]

参加物

5

反応物 4

HCID 887MethanolHCID 962WaterHCID 1118Sulfuric AcidHCID 574457224-Benzyloxy-3,5-difluorobenzonitrile

生成物 1

HCID 53847253Methyl 3,5-difluoro-4-hydroxybenzoate

実験手順

To 100 ml of methanol were added 7.0 g of 4-benzyloxy-3,5-difluorobenzonitrile and 15 ml of concentrated sulfuric acid, and the resulting mixture was heated under reflux for 5 days. Thereafter, water was added to the reaction mixture which had been allowed to cool to near room temperature, followed by extraction with ethyl acetate. The organic layer was dried over magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, and 4.5 g of methyl 3,5-difluoro-4-hydroxybenzoate was obtained.

後処理

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 5 days
  3. extractionfollowed by extraction with ethyl acetate
  4. dry with materialThe organic layer was dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-428c64bdb51c42dbbc49098738cc78d7
出典データセット
uspto-grants-2011_08
特許番号
US08003699B2

反応ノート

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