Nitric Acid → 3,4-Dimethoxy-2-hydroxy-5-nitrobenzaldehyde

HRID 965775Notes

Reaction equation

HRID 965775 reaction equation
[CH3:1][O:2][C:3]1[C:4]([OH:13])=[C:5]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[CH:6]=[O:7].[N+:14]([O-])([OH:16])=[O:15]>C(O)(=O)C>[OH:13][C:4]1[C:3]([O:2][CH3:1])=[C:10]([O:11][CH3:12])[C:9]([N+:14]([O-:16])=[O:15])=[CH:8][C:5]=1[CH:6]=[O:7]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 879993,4-Dimethoxysalicylaldehyde

Product 1

HCID 223134323,4-Dimethoxy-2-hydroxy-5-nitrobenzaldehyde

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 3,4-dimethoxy-2-hydroxybenzaldehyde (0.5 g) in acetic acid (10 ml) was added fuming nitric acid (0.12 ml). The reaction mixture was poured into ice water, the product extracted into ethyl acetate, washed with water, dried and evaporated. The product was triturated with water and filtered. Yield: 0.15 g.

Workup

  1. extractionthe product extracted into ethyl acetate
  2. washwashed with water
  3. customdried
  4. customevaporated
  5. customThe product was triturated with water
  6. filtrationfiltered

Sources & evidence

ORD record
ord-b0416414e0b540068e09699306566a88
Source dataset
uspto-grants-2005_10
Patent number
US06951870B2

Reaction notes

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