3-Methoxybenzaldehyde → HCID 76168094, compound

HRID 1764741Notes

Reaction equation

HRID 1764741 reaction equation
[C:1]([C:4]1[C:5](=[O:15])[O:6][C:7]([OH:14])=[C:8]([C:11](=[O:13])[CH3:12])[C:9]=1[OH:10])(=[O:3])[CH3:2].[CH3:16][O:17][C:18]1[CH:25]=[CH:24][C:21]([CH:22]=O)=[CH:20][CH:19]=1.[CH3:26][O:27][C:28]1[CH:29]=[C:30]([CH:33]=[CH:34][CH:35]=1)[CH:31]=O>>[C:11]([C:8]1[C:7](=[O:14])[O:6][C:5](=[O:15])[CH:4]([C:1](=[O:3])[CH:2]=[CH:22][C:21]2[CH:24]=[CH:25][C:18]([O:17][CH3:16])=[CH:19][CH:20]=2)[C:9]=1[OH:10])(=[O:13])[CH3:12].[C:11]([C:8]1[C:7](=[O:14])[O:6][C:5](=[O:15])[CH:4]([C:1](=[O:3])[CH:2]=[CH:31][C:30]2[CH:33]=[CH:34][CH:35]=[C:28]([O:27][CH3:26])[CH:29]=2)[C:9]=1[OH:10])(=[O:13])[CH3:12]

Participants

5

Reactant 3

HCID 115693-MethoxybenzaldehydeHCID 312444-MethoxybenzaldehydeHCID 1354659693,5-Diacetyl-2,6-dihydroxy-4h-pyran-4-one

Product 2

HCID 76168094HCID 76168094, compoundHCID 76168099HCID 76168099, compound

Procedure

Following the procedure of Example 1, equimolar amounts of 3,5-diacetyl-4,6-dihydroxy-2H-pyran-2-one and p-methoxybenzaldehyde or m-methoxybenzaldehyde are reacted to furnish 5-acetyl-4-hydroxy-3-(p-methoxycinnamoyl)-2H-pyran-2,6(3H)-dione, m.p. 182°-184° C., and 5-acetyl-4-hydroxy-3-(m-methoxycinnamoyl)-2H-pyran-2,6(3H)-dione, m.p. 180°-182° C., respectively.

Workup

  1. customare reacted

Sources & evidence

ORD record
ord-a6a1f99045144278b744a650487523cb
Source dataset
uspto-grants-1978_09
Patent number
US04117226

Reaction notes

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