4'-Hydroxyacetophenone → (4-Hydroxyphenyl)(oxo)acetaldehyde--water (1/1)

HRID 1981466Notes

Reaction equation

HRID 1981466 reaction equation
[Se](=O)=[O:2].[CH3:4][C:5]([C:7]1[CH:8]=[CH:9][C:10]([OH:13])=[CH:11][CH:12]=1)=[O:6]>>[OH2:2].[OH:13][C:10]1[CH:11]=[CH:12][C:7]([C:5]([CH:4]=[O:2])=[O:6])=[CH:8][CH:9]=1

Participants

3

Reactant 2

HCID 74694'-HydroxyacetophenoneHCID 24007Selenium Dioxide

Product 1

HCID 23318533(4-Hydroxyphenyl)(oxo)acetaldehyde--water (1/1)

Procedure

In the same manner as above, selenium dioxide is reacted with 4-hydroxyacetophenone (VII) to obtain 4-hydroxyphenylglyoxal hydrate (VIII), which is reacted with diaminomaleonitrile (VI) to obtain a phenol derivative (IX), which is then reacted with a corresponding carboxylic acid chloride in the presence of pyridine to obtain the objective compound (I).

Sources & evidence

ORD record
ord-cd2a63f33858457093ec445cc694abda
Source dataset
uspto-grants-1986_06
Patent number
US04592857

Reaction notes

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