Homovanillic Acid → 2,6-Dimethoxyphenol

HRID 1267821Notes

Reaction equation

HRID 1267821 reaction equation
[C:1]([OH:12])(=[O:11])[C:2]1[CH:10]=[CH:9][C:7]([OH:8])=[C:4]([O:5][CH3:6])[CH:3]=1.C(O)(=O)C[C:15]1[CH:23]=[CH:22][C:20]([OH:21])=[C:17]([O:18][CH3:19])[CH:16]=1.[CH3:26][C:27]([C:29]1[CH:37]=[CH:36][C:34]([OH:35])=[C:31]([O:32][CH3:33])[CH:30]=1)=[O:28]>>[C:1]([OH:12])(=[O:11])[C:2]1[CH:10]=[C:9]([O:18][CH3:17])[C:7]([OH:8])=[C:4]([O:5][CH3:6])[CH:3]=1.[CH3:26][C:27]([C:29]1[CH:30]=[C:31]([O:32][CH3:33])[C:34]([OH:35])=[C:36]([O:5][CH3:4])[CH:37]=1)=[O:28].[CH3:4][O:5][C:22]1[CH:23]=[CH:15][CH:16]=[C:17]([O:18][CH3:19])[C:20]=1[OH:21]

Participants

6

Reactant 3

HCID 1738Homovanillic AcidHCID 2214AcetovanilloneHCID 8468Vanillic Acid

Product 3

HCID 70412,6-DimethoxyphenolHCID 10742Syringic AcidHCID 17198Acetosyringone

Procedure

As it is shown in Table 1.4, in the case of vanillic acid, homovanillic acid and acetovanillon, average initial concentrations of ca. 60 ppm, ca. 25 ppm and ca. 5 ppm, respectively, were found. After treatment in the reactor, the concentrations of all three species were reduced to a level around or under the detection limit (1-2 ppm) for the analysis. Similar results were obtained for syringic acid, acetosyringon and syringol, for which average initial concentrations of ca. 45 ppm, ca. 28 ppm and ca. 7 ppm, respectively, were found, whereas the concentrations after treatment in the reactor were all around or under the analytical detection limit of 1-2 ppm.

Workup

  1. customSimilar results

Sources & evidence

ORD record
ord-427acd47bca641eeb9370a7d33dc6035
Source dataset
uspto-grants-2003_04
Patent number
US06555350B2

Reaction notes

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