HCID 4714992, compound → HCID 14324234, compound

HRID 2232189Notes

Reaction equation

HRID 2232189 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>C(O)CC.[Ni]>[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

4

Reactant 1

HCID 4714992HCID 4714992, compound

Product 1

HCID 14324234HCID 14324234, compoundYield 60%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 10311-PropanolSolvent

Procedure

Then 243 parts of 2,5-dimethyl-8-methoxyquinoline in 0.6 l propanol and 20 parts Raney nickel were hydrogenated at 80° C. under 6.9 MPa for 4 hours. This was filtered and solvent stripped under reduced pressure and distilled in vacuum to yield 60% of 2,5-dimethyl-8-methoxy-1,2,3,4-tetrahydroquinoline.

Workup

  1. filtrationThis was filtered
  2. distillationdistilled in vacuum

Sources & evidence

ORD record
ord-b8b869f82c934f49b6e232b03ec9d547
Source dataset
uspto-grants-1988_11
Patent number
US04788121

Reaction notes

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