HCID 13697584, compound → HCID 13697588, compound

HRID 426741Notes

Reaction equation

HRID 426741 reaction equation
[CH3:1][C:2]1[C:10]([O:11][CH3:12])=[C:9]([O:13][CH3:14])[C:8]([CH3:15])=[CH:7][C:3]=1[CH2:4][C:5]#[N:6].[H][H]>[Ni].N>[CH3:1][C:2]1[C:10]([O:11][CH3:12])=[C:9]([O:13][CH3:14])[C:8]([CH3:15])=[CH:7][C:3]=1[CH2:4][CH2:5][NH2:6]

Participants

5

Reactant 2

HCID 13697584HCID 13697584, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 13697588HCID 13697588, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 222AmmoniaSolvent

Procedure

A mixture of 18.3 g (0.0865 mole) of the nitrile, 1.6 g of Raney nickel catalyst and 170 ml of saturated anhydrous methanolic ammonia is hydrogenated at 50°, 100 p.s.i. of hydrogen gas until hydrogen uptake stopped (about 6 hours). Removal of the catalyst by filtration followed by evaporation gives the 2-(2,5-dimethyl-3,4-dimethoxyphenyl)ethylamine which can be used without further purification.

Workup

  1. customis hydrogenated at 50°
  2. custom(about 6 hours)
  3. customRemoval of the catalyst
  4. filtrationby filtration
  5. customfollowed by evaporation

Sources & evidence

ORD record
ord-efa2f6fcedc54f5ab53a945e59c3a8af
Source dataset
uspto-grants-1979_10
Patent number
US04171359

Reaction notes

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