Quinaldic Acid → 1,2,3,4-Tetrahydroquinoline-2-carboxylic acid

HRID 1859850Notes

Reaction equation

HRID 1859850 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]([OH:13])=[O:12].OCC1(OC[C@@H](O)[C@@H](O)[C@H]1O)O>C(O)(=O)C.O=[Pt]=O>[NH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH:2]1[C:11]([OH:13])=[O:12]

Participants

5

Reactant 2

HCID 7124Quinaldic AcidHCID 441036D-Psicose

Product 1

HCID 128777941,2,3,4-Tetrahydroquinoline-2-carboxylic acid

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of PtO2 (25 wt. %) and 2-quinolinecarboxylic acid (Aldrich) in acetic acid was hydrogenated at RT under 60 Psi overnight. The reaction mixture was stripped to dryness to give the title compound.

Sources & evidence

ORD record
ord-516ff1338af64bab9d9ac21590039e5f
Source dataset
uspto-grants-2003_03
Patent number
US06528505B1

Reaction notes

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