Acetic Acid → 2-Fluoro-4-methyl-6-nitrophenol

HRID 17284ノート

反応式

HRID 17284 の反応式
[N+:1]([O-:4])(O)=[O:2].C(O)(=O)C.[F:9][C:10]1[CH:15]=[C:14]([CH3:16])[CH:13]=[CH:12][C:11]=1[OH:17]>O>[F:9][C:10]1[CH:15]=[C:14]([CH3:16])[CH:13]=[C:12]([N+:1]([O-:4])=[O:2])[C:11]=1[OH:17]

参加物

5

反応物 3

HCID 176Acetic AcidHCID 944Nitric AcidHCID 27784852-Fluoro-4-methylphenol

生成物 1

HCID 227538152-Fluoro-4-methyl-6-nitrophenol収率 38.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

70% Nitric acid (d=1.42) (5.5 ml, 87.4 mmol) was dropwise added to an acetic acid (105 ml) solution of 2-fluoro-4-methyl-phenol (10.5 g, 83.2 mmol), taking 20 minutes, followed by stirring at room temperature for 30 minutes. Water was added to the reaction liquid, followed by extraction three times with diethyl ether, the organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate. After filtration and concentration under reduced pressure, the resulting residue was subjected to column chromatography, and the eluate with n-hexane:ethyl acetate (10:1) was concentrated under reduced pressure to obtain the entitled compound (5.47 g, 31%) as a yellow solid.

後処理

  1. extractionfollowed by extraction three times with diethyl ether
  2. washthe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationAfter filtration and concentration under reduced pressure
  5. concentrationthe eluate with n-hexane:ethyl acetate (10:1) was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-e1ec134b539f42d393827d72b1772b35
出典データセット
uspto-grants-2010_06
特許番号
US07737166B2

反応ノート

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