4-Methoxyphenol → 2-Hydroxy-5-methoxybenzaldehyde

HRID 434196Notes

Reaction equation

HRID 434196 reaction equation
COC1C=CC(O)=CC=1.C[O:11][C:12]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][C:13]=1[CH:14]=[O:15]>>[OH:11][C:12]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][C:13]=1[CH:14]=[O:15]

Participants

3

Reactant 2

HCID 90154-MethoxyphenolHCID 667262,5-Dimethoxybenzaldehyde

Product 1

HCID 956952-Hydroxy-5-methoxybenzaldehydeYield 82%

Procedure

The oil from Example 1 was distilled at 10 mm through a 6-inch Vigreaux column. A light yellow fraction boiling at 124-129° C. was collected. The liquid chromatograph area percentage was 95% and the liquid chromatographic weight percentage was 90%. The overall assay yield based on the starting 4-methoxyphenol was 70%. The distilled oil was then converted to 2,5-dimethoxybenzaldehyde via the procedure in Comparative Example 1 (a). An 82% yield of light yellow crystals having a liquid chromatograph weight percent assay of 99.3% was obtained.

Workup

  1. distillationThe oil from Example 1 was distilled at 10 mm through a 6-inch Vigreaux column
  2. customA light yellow fraction boiling at 124-129° C. was collected
  3. customThe overall assay yield

Sources & evidence

ORD record
ord-d57557c98a53484a8e3f70c5335a19a0
Source dataset
uspto-grants-2003_12
Patent number
US06670510B2

Reaction notes

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