Nitric Acid → 5-Bromo-4-fluoro-2-nitrobenzaldehyde

HRID 1029016Notes

Reaction equation

HRID 1029016 reaction equation
S(=O)(=O)(O)O.[N+:6]([O-:9])(O)=[O:7].[Br:10][C:11]1[CH:12]=[C:13]([CH:16]=[CH:17][C:18]=1[F:19])[CH:14]=[O:15]>O>[Br:10][C:11]1[C:18]([F:19])=[CH:17][C:16]([N+:6]([O-:9])=[O:7])=[C:13]([CH:12]=1)[CH:14]=[O:15]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 1736043-Bromo-4-fluorobenzaldehyde

Product 1

HCID 113796385-Bromo-4-fluoro-2-nitrobenzaldehyde

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a 0° C. solution of concentrated sulfuric acid (125 mL, 2340 mmol) and nitric acid (11.79 mL, 185 mmol) was added 3-bromo-4-fluorobenzaldehyde (25.0 g, 123 mmol). The reaction was warmed to ambient temperature, during which time the solids dissolved. After 2 h, the reaction mixture was poured into a mixture of ice (500 mL) and water (250 mL). The resulting suspension was filtered through a medium frit affording 5-bromo-4-fluoro-2-nitrobenzaldehyde as a yellow solid.

Workup

  1. dissolutiondissolved
  2. filtrationThe resulting suspension was filtered through a medium frit

Sources & evidence

ORD record
ord-f418afbe0431402880f03de8313c8ff2
Source dataset
uspto-grants-2014_05
Patent number
US08735384B2

Reaction notes

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