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

HRID 17284노트

반응식

HRID 17284 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 227538152-Fluoro-4-methyl-6-nitrophenol수율 38.4%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e1ec134b539f42d393827d72b1772b35
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737166B2

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