Nitric Acid → 5-Nitrovanillin

HRID 1881217Notes

Reaction equation

HRID 1881217 reaction equation
[N+:1]([O-:4])(O)=[O:2].[OH:5][C:6]1[CH:13]=[CH:12][C:9]([CH:10]=[O:11])=[CH:8][C:7]=1[O:14][CH3:15]>O>[OH:5][C:6]1[C:13]([N+:1]([O-:4])=[O:2])=[CH:12][C:9]([CH:10]=[O:11])=[CH:8][C:7]=1[O:14][CH3:15]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 1183Vanillin

Product 1

HCID 811345-Nitrovanillin

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of concentrated nitric acid (900 ml) and water (900 ml) was added 4-hydroxy-3-methoxybenzaldehyde (300 g) at a temperature under 10° C. After stirring 1 hour at 0° C. the precipitate was filtered and washed with water.

Workup

  1. filtrationwas filtered
  2. washwashed with water

Sources & evidence

ORD record
ord-36a905f16c8b4a2ba28327c9166a3f6e
Source dataset
uspto-grants-2012_11
Patent number
US08318785B2

Reaction notes

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