Ammonia → 61381-04-2

HRID 1704235Notes

Reaction equation

HRID 1704235 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[O:13][CH2:14][CH3:15])[CH2:7][C:8]#[N:9])[CH3:2].N>[Ni].C(O)C>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH2:7][CH2:8][NH2:9])[CH:10]=[CH:11][C:12]=1[O:13][CH2:14][CH3:15])[CH3:2]

Participants

5

Reactant 2

HCID 222AmmoniaHCID 520318(3,4-Diethoxyphenyl)acetonitrile

Product 1

HCID 84069461381-04-2

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

100 kg. of 3,4-diethoxy-benzyl cyanide are hydrogenated in 310 1. of a 80 to 96% aqueous ethanol containing 9 to 12% of ammonia in the presence of 24 kg. of a Raney-nickel catalyst pretreated according to Example 3, at 45° to 68° C under a hydrogen overpressure of 8 to 10 atm. The catalyst is filtered off, the solution is evaporated and the residue is subjected to fractionation in vacuo. Thus 96 kg. of highly pure 3,4-diethoxy-beta-phenyl-ethylamine are obtained. The purity is almost 100%. The mono-desethylated beta-phenyl-ethylamine derivative is present at most in traces in such a small amount, which can not be detected by thin layer chromatography.

Workup

  1. custompretreated according to Example 3, at 45° to 68° C under a hydrogen overpressure of 8 to 10 atm
  2. filtrationThe catalyst is filtered off
  3. customthe solution is evaporated

Sources & evidence

ORD record
ord-5cb0b8e7e8524b28afe2651f597e5194
Source dataset
uspto-grants-1978_11
Patent number
US04126615

Reaction notes

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