Malonic Acid → HCID 20517749, compound

HRID 28236Notes

Reaction equation

HRID 28236 reaction equation
[C:1]([OH:4])(=[O:3])[CH3:2].O[C:6]1[CH:19]=[C:18]2[C:9]([CH:10]=[CH:11][C:12]3[O:13][CH:14]=[C:15](C=O)[C:16](=[O:20])[C:17]=32)=[CH:8][CH:7]=1.[C:23](O)(=O)[CH2:24][C:25]([OH:27])=[O:26]>N1C=CC=CC=1>[C:1]([O:4][C:6]1[CH:19]=[C:18]2[C:9]([CH:10]=[CH:11][C:12]3[O:13][CH:14]=[C:15]([C:24](=[CH2:23])[C:25]([OH:27])=[O:26])[C:16](=[O:20])[C:17]=32)=[CH:8][CH:7]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 867Malonic AcidHCID 867372399-hydroxy-1-oxo-1H-naphtho[2,1-b]pyran-2-carboxaldehyde acetate

Product 1

HCID 20517749HCID 20517749, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Thus, Compound 5 is refluxed with malonic acid in pyridine to obtain [9-(acetyloxy)-1-oxo-1H-naphtho[2,1-b]pyran-2-yl]-2-propenoic acid, compound 7. Additionally, Compound 6 may be refluxed in a similar fashion with malonic acid in pyridine to obtain [9-hydroxy-1-oxo-1H-naphtho[2,1-b]pyran-2-yl]-2-propenoic acid, Compound 7A.

Sources & evidence

ORD record
ord-6eb2b93ab2e043f581feb58860e38c20
Source dataset
uspto-grants-1980_09
Patent number
US04225722

Reaction notes

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