8-Quinolinecarboxylic acid → 1,2,3,4-Tetrahydroquinoline-8-carboxylic acid

HRID 726180Notes

Reaction equation

HRID 726180 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[C:11]([OH:13])=[O:12])[CH:4]=[CH:3][CH:2]=1>C(O)C.O=[Pt]=O>[NH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[C:11]([OH:13])=[O:12])[CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 665828-Quinolinecarboxylic acid

Product 1

HCID 27855891,2,3,4-Tetrahydroquinoline-8-carboxylic acidYield 92%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

A solution of quinoline-8-carboxylic acid (85 mg) in ethanol (15 ml) was hydrogenated over PtO2 (250 mg) at 50 psi and room temperature for 2 hours. The catalyst was removed by filtration through keiselguhr and the filtrate concentrated in vacuo to afford the title compound (80 mg).

Workup

  1. customThe catalyst was removed by filtration through keiselguhr
  2. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-ae55b80b9fe04c998a452701a92f033d
Source dataset
uspto-grants-1998_01
Patent number
US05708174

Reaction notes

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