HCID 54677766, compound → 4-Hydroxy-5,6,7,8-tetrahydroquinolin-2(1H)-one

Reaction equation

[OH:1][C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[NH:5][C:4](=[O:12])[C:3]=1C(OC)=O.OC1C2CCCCC=2NC(=O)C=1C(O)=O>>[OH:1][C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[NH:5][C:4](=[O:12])[CH:3]=1

Participants

Reactant 2

HCID 54677766HCID 54677766, compound

HCID 54730329HCID 54730329, compound

Product 1

HCID 546973614-Hydroxy-5,6,7,8-tetrahydroquinolin-2(1H)-one

Procedure

Using the general method of Example 1 Part E, a mixture of methyl 1,2,5,6,7,8-hexahydro-4-hydroxy-2-oxoquinoline-3-carboxylate and 1,2,5,6,7,8-hexahydro-4-hydroxy-2-oxoquinoline-3-carboxylic acid (1.92 g total) was hydrolyzed and decarboxylated to provide 1.38 g of 5,6,7,8-tetrahydro-4-hydroxy-2(1H)-quinolinone as a white solid, m.p. >300° C.

Sources & evidence

ORD record: ord-2b56d201d1a948b7b00c3f30c1e4bc7a
Source dataset: uspto-grants-1997_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05648516

Reaction notes

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