Methylamine → Homoveratrylamine

HRID 357699Notes

Reaction equation

HRID 357699 reaction equation
[CH2:1]([C:12]#[N:13])[C:2]1[CH:11]=[CH:10][C:7]([O:8][CH3:9])=[C:4]([O:5][CH3:6])[CH:3]=1.CN>[Ni]>[CH2:12]([NH2:13])[CH2:1][C:2]1[CH:11]=[CH:10][C:7]([O:8][CH3:9])=[C:4]([O:5][CH3:6])[CH:3]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 667273,4-Dimethoxybenzeneacetonitrile

Product 1

HCID 8421Homoveratrylamine

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

DE-A-33 38 681 discloses the catalytic hydrogenation of veratryl cyanide with a ten-fold molar excess of methylamine on a nickel catalyst. Homoveratrylamine is obtained as byproduct with more than 3% selectivity and has to be removed by adding benzaldehyde.

Sources & evidence

ORD record
ord-379695e877ce426b9993d04751af77c1
Source dataset
uspto-grants-1998_11
Patent number
US05840981

Reaction notes

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