HCID 54158325, compound → HCID 53636602, compound

HRID 436427Notes

Reaction equation

HRID 436427 reaction equation
[CH3:1][O:2][C:3]1[CH:20]=[CH:19][C:6]([CH:7]=[CH:8][C:9]2[CH:18]=[CH:17][C:12]([C:13]([O:15][CH3:16])=[O:14])=[CH:11][N:10]=2)=[CH:5][CH:4]=1>O1CCCC1.[Ni]>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][CH2:8][C:9]2[CH:18]=[CH:17][C:12]([C:13]([O:15][CH3:16])=[O:14])=[CH:11][N:10]=2)=[CH:19][CH:20]=1

Participants

4

Reactant 1

HCID 54158325HCID 54158325, compound

Product 1

HCID 53636602HCID 53636602, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

The starting material was prepared by hydrogenating for 4 hours at ordinary pressure and room temperature methyl 6-p-methoxystyrylnicotinate (25 g.) in tetrahydrofuran (300 ml.) in the presence of Raney nickel (10 g.). After filtration and removal of the solvent in vacuo, the residue was crystallised from hexane (500 ml., with active carbon) to give methyl 6-p-methoxyphenethylnicotinate, m.p. 82° C.

Workup

  1. customThe starting material was prepared
  2. filtrationAfter filtration and removal of the solvent in vacuo
  3. customthe residue was crystallised from hexane (500 ml., with active carbon)

Sources & evidence

ORD record
ord-11d3f13df2dc469e8077787a9f5accc4
Source dataset
uspto-grants-1977_02
Patent number
US04009174

Reaction notes

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