Nitric Acid → Benzaldehyde, 2-methoxy-5-nitro-

HRID 1277720Notes

Reaction equation

HRID 1277720 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH:5]=[O:6].[N+:11]([O-])([OH:13])=[O:12]>>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:4]=1[CH:5]=[O:6]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 86582-Methoxybenzaldehyde

Product 1

HCID 90685Benzaldehyde, 2-methoxy-5-nitro-

Procedure

Finely-divided 2-methoxybenzaldehyde (49 g) was added to ice-cold concentrated sulphuric acid (95 ml) and the mixture was stirred to give a deep red solution which was cooled to -5°. The mixture was cooled in a CO2 /acetone bath while fuming nitric acid (sp.gr. 1.5; 20 ml) was added dropwise with stirring whilst the temperature of the reaction remained below 10°.

Workup

  1. customto give a deep red solution which
  2. temperaturewas cooled to -5°
  3. temperatureThe mixture was cooled in a CO2 /acetone bath
  4. additionwas added dropwise
  5. stirringwith stirring whilst the temperature of the reaction
  6. customremained below 10°

Sources & evidence

ORD record
ord-a2bd250e51d94f5baafc56d7771a6d39
Source dataset
uspto-grants-1981_07
Patent number
US04278748

Reaction notes

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