Syringaldehyde → 4-Methyl-2,6-dimethoxyphenol

HRID 1766698Notes

Reaction equation

HRID 1766698 reaction equation
[CH:1](=O)[C:2]1[CH:12]=[C:9]([O:10][CH3:11])[C:7]([OH:8])=[C:4]([O:5][CH3:6])[CH:3]=1>[Pd].C(O)(=O)C>[OH:8][C:7]1[C:9]([O:10][CH3:11])=[CH:12][C:2]([CH3:1])=[CH:3][C:4]=1[O:5][CH3:6]

Participants

4

Reactant 1

HCID 8655Syringaldehyde

Product 1

HCID 2409254-Methyl-2,6-dimethoxyphenol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

According to Liebigs Annalen der Chemie 1976, Issue 7/8, page 1445, in a similar manner syringaldehyde (4-hydroxy-3,5-dimethoxybenzaldehyde) is hydrogenated in the presence of 10% palladium on activated carbon, also in glacial acetic acid, to give 4-hydroxy-3,5-dimethoxytoluene.

Sources & evidence

ORD record
ord-7cb447fc30c4479c9da1da1b3f4e5366
Source dataset
uspto-grants-2007_06
Patent number
US07230141B2

Reaction notes

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