Nitric Acid → 4-Bromo-3-nitrobenzaldehyde

HRID 1357751Notes

Reaction equation

HRID 1357751 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[N+:10]([O-])([OH:12])=[O:11]>S(=O)(=O)(O)O>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 707414-Bromobenzaldehyde

Product 1

HCID 8087924-Bromo-3-nitrobenzaldehydeYield 91.8%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent2×

Procedure

4-Bromobenzaldehyde (5.0 g, 27 mmol) was slowly added to concentrated sulfuric acid (25 mL) at 0 IC followed by dropwise addition of fuiming nitric acid (1.7 mL, 40.5 mmol) in concentrated sulfuric acid (8 mL). The reaction mixture was stirred at room temperature overnight, then poured onto ice water to provide 5.7 g of the title compound.

Workup

  1. additionpoured onto ice water

Sources & evidence

ORD record
ord-ca36e270470c44f7b291bf9ae2df5fc3
Source dataset
uspto-grants-2003_07
Patent number
US06593335B1

Reaction notes

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