Nitric Acid → HCID 10637295, compound

HRID 1781910Notes

Reaction equation

HRID 1781910 reaction equation
[N+:1]([O-:4])(O)=[O:2].[F:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12](=[O:22])[C:13]1[CH:18]=[CH:17][C:16]([OH:19])=[C:15]([O:20][CH3:21])[CH:14]=1>>[F:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12](=[O:22])[C:13]1[CH:18]=[C:17]([N+:1]([O-:4])=[O:2])[C:16]([OH:19])=[C:15]([O:20][CH3:21])[CH:14]=1

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 14450977HCID 14450977, compound

Product 1

HCID 10637295HCID 10637295, compound

Procedure

7.8 ml of 65 percent nitric acid are added dropwise at 20° within 20 minutes to 29.4 g of 2'-fluoro-4-hydroxy-3-methoxybenzophenone (dissolved in 450 ml of acetic acid). After stirring for 1.5 hours, the reaction mixture is poured into 2 l of ice-water and the precipitate formed is filtered off, washed with water and dissolved in methylene chloride. The methylene chloride solution is washed with water, dried over sodium sulfate and evaporated. The residue is recrystallized from methanol. There is obtained 2'-fluoro-4-hydroxy-3-methoxy-5-nitrobenzophenone of m.p. 127°-129°.

Workup

  1. customthe precipitate formed
  2. filtrationis filtered off
  3. washwashed with water
  4. dissolutiondissolved in methylene chloride
  5. washThe methylene chloride solution is washed with water
  6. dry with materialdried over sodium sulfate
  7. customevaporated
  8. customThe residue is recrystallized from methanol

Sources & evidence

ORD record
ord-44336f450f774728b453f11af0e91f07
Source dataset
uspto-grants-1997_05
Patent number
US05633371

Reaction notes

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