Nitric Acid → HCID 86585899, compound

HRID 1265359Notes

Reaction equation

HRID 1265359 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([N:9]2[C:13](=[O:14])[CH:12]3[CH2:15][CH2:16][CH:17]=[CH:18][CH:11]3[C:10]2=[O:19])=[CH:4][C:3]=1[OH:20].[N+:21]([O-])([OH:23])=[O:22]>>[Cl:1][C:2]1[C:3]([OH:20])=[C:4]([N+:21]([O-:23])=[O:22])[C:5]([N:9]2[C:10](=[O:19])[CH:11]3[CH2:18][CH2:17][CH:16]=[CH:15][CH:12]3[C:13]2=[O:14])=[C:6]([F:8])[CH:7]=1

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 69423228HCID 69423228, compound

Product 1

HCID 86585899HCID 86585899, compound

Procedure

2-Chloro-4-fluoro-5-(tetrahydrophthalimido)phenol (5.0 g) was added into nitric acid (50 ml) at 0° C., warmed up to room temperature in 30 minutes. Crushed ice was added and the solution extracted with methylene chloride. The organic phase was washed with water, dried over anhydrous sodium sulfate, and purified by a silica gel column, eluted with methylene chloride-ethyl acetate (19:1) to give 3.67 g of the desired product.

Workup

  1. additionCrushed ice was added
  2. extractionthe solution extracted with methylene chloride
  3. washThe organic phase was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. custompurified by a silica gel column
  6. washeluted with methylene chloride-ethyl acetate (19:1)

Sources & evidence

ORD record
ord-7c7b522ebe9549899ac30eea27bbe857
Source dataset
uspto-grants-2003_04
Patent number
US06545161B2

Reaction notes

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