3-Aminoquinoline → 1,2,3,4-Tetrahydroquinolin-3-amine

HRID 863305Notes

Reaction equation

HRID 863305 reaction equation
[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2>C(O)C.[Ni]>[NH2:1][CH:2]1[CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4][CH2:3]1

Participants

4

Reactant 1

HCID 113753-Aminoquinoline

Product 1

HCID 40551181,2,3,4-Tetrahydroquinolin-3-amine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

The solution of 35 g of 3-aminoquinoline in 330 ml of ethanol is hydrogenated in the presence of a total of 27 g of Raney nickel at 55° C. under a pressure of 90 bar for 44 h. After customary working up, the crude product is purified over 900 g of silica gel (mobile phase S): Rf (S)=0.40; MS: M+ =148.

Workup

  1. customthe crude product is purified over 900 g of silica gel (mobile phase S)

Sources & evidence

ORD record
ord-65d9b0708ad842888cece32cbef70280
Source dataset
uspto-grants-1998_02
Patent number
US05719141

Reaction notes

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