Nitric Acid → HCID 86585899, compound

HRID 277408Notes

Reaction equation

HRID 277408 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 metliylene 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 metliylene chloride-ethyl acetate (19:1)

Sources & evidence

ORD record
ord-ac16bf1385a144a29f63099f92f2dab8
Source dataset
uspto-grants-2002_03
Patent number
US06355799B1

Reaction notes

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