Benzaldehyde, 3-(2-hydroxyethoxy)- → 4-hydroxy-3-[3-[3-(2-hydroxyethoxy)phenyl]-1-oxo-2-propenyl]-1,6-dimethyl-2(1H)-pyridinone

HRID 1669369Notes

Reaction equation

HRID 1669369 reaction equation
[OH:1][CH2:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=1)[CH:8]=O.[C:13]([C:16]1[C:17](=[O:25])[N:18]([CH3:24])[C:19]([CH3:23])=[CH:20][C:21]=1[OH:22])(=[O:15])[CH3:14]>>[OH:22][C:21]1[CH:20]=[C:19]([CH3:23])[N:18]([CH3:24])[C:17](=[O:25])[C:16]=1[C:13](=[O:15])[CH:14]=[CH:8][C:7]1[CH:10]=[CH:11][CH:12]=[C:5]([O:4][CH2:3][CH2:2][OH:1])[CH:6]=1

Participants

3

Reactant 2

HCID 6453965Benzaldehyde, 3-(2-hydroxyethoxy)-HCID 546917032(1H)-Pyridone, 3-acetyl-4-hydroxy-1,6-dimethyl-

Product 1

HCID 1363442474-hydroxy-3-[3-[3-(2-hydroxyethoxy)phenyl]-1-oxo-2-propenyl]-1,6-dimethyl-2(1H)-pyridinoneYield 16%

Procedure

According to the same manner as that of Example a-1 except that 4.90 g of 3-(2-hydroxyethoxy)benzaldehyde was used in place of 3-[(methoxycarbonyl)methoxy]benzaldehyde, and 4.86 g of 3-acetyl-4-hydroxy-1,6-dimethyl-2(1H)-pyridinone was used in place of 3-acetyl-4-hydroxy-6-methyl-2(1H)-pyridinone, 1.41 g of 4-hydroxy-3-[3-[3-(2-hydroxyethoxy)phenyl]-1-oxo-2-propenyl]-1,6-dimethyl-2(1H)-pyridinone [Compound No. (40a)] was obtained as a yellow crystal.

Sources & evidence

ORD record
ord-c53e7849717b40a6bbe83d2c7c24617e
Source dataset
uspto-grants-2011_08
Patent number
US07989478B2

Reaction notes

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