2-Hydroxyquinoline → Dimethyl Ether

HRID 650327Notes

Reaction equation

HRID 650327 reaction equation
N1C2C(=CC=CC=2)C=C[C:2]1=O.[CH3:12][O:13][C:14]1C(=O)NC2C(C=1OC)=CC=CC=2.[CH3:27][O:28][C:29]1[CH:30]=[CH:31][CH:32]=[C:33]2[C:38]=1[N:37]([CH3:39])[C:36](=[O:40])[C:35]([O:41][CH3:42])=[C:34]2[OH:43]>>[CH3:12][O:13][CH3:14].[CH3:27][O:28][C:29]1[CH:30]=[CH:31][CH:32]=[C:33]2[C:38]=1[N:37]([CH3:39])[C:36](=[O:40])[C:35]([O:41][CH3:42])=[C:34]2[O:43][CH3:2]

Participants

5

Reactant 3

HCID 60382-HydroxyquinolineHCID 442933Swietenidin BHCID 54723908HCID 54723908, compound

Product 2

HCID 8254Dimethyl EtherHCID 217151613,4,8-Trimethoxy-1-methylquinolin-2(1H)-one

Procedure

As compounds having substituent groups on the aromatic ring of a quinolinone, Indian J. Chem., Sect. B, 15B(5), pp. 440-444, 1977, discloses 3,4-dimethoxy-2(1H)-quinolinone, 8-methoxy-3-methoxy-4-hydroxy-1-methyl-2(1H)-quinolinone, and a methyl ether thereof, 8-methoxy-3,4-dimethoxy-1-methyl-2(1H)-quinolinone as compounds obtained from the bark of Chloroxylon swietenia DC.

Sources & evidence

ORD record
ord-a4611a49bcd6413691508d2222fcd718
Source dataset
uspto-grants-2001_08
Patent number
US06271416B1

Reaction notes

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