HCID 4714992, compound → HCID 14324234, compound

HRID 435074Notes

Reaction equation

HRID 435074 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([O:13][CH3:14])[CH:6]=[CH:7][C:8]=2[CH3:12])[N:3]=1.[H][H]>[Ni].C(O)(C)C>[CH3:1][CH:2]1[CH2:11][CH2:10][C:9]2[C:4](=[C:5]([O:13][CH3:14])[CH:6]=[CH:7][C:8]=2[CH3:12])[NH:3]1

Participants

5

Reactant 2

HCID 4714992HCID 4714992, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 14324234HCID 14324234, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 3776IsopropanolSolvent

Procedure

A mixture of the above 2,5-dimethyl-8-methoxyquinoline (260 g, 1.3 m), isopropanol (600 ml), and Raney nickel catalyst (25.0 g) was subjected to 1000 psi hydrogen for 3 hrs. in a stainless steel autoclave. The reaction mixture from the autoclave was filtered to remove the catalyst. Essentially a quantitative yield of product was obtained, after the removal of the isopropanol under vacuum, and the product was used without further purification.

Workup

  1. filtrationThe reaction mixture from the autoclave was filtered
  2. customto remove the catalyst

Sources & evidence

ORD record
ord-65dba901a50345c9b12b93f2e42c517c
Source dataset
uspto-grants-1983_08
Patent number
US04400318

Reaction notes

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