Ammonia → 3-(2,5-Dimethoxyphenyl)propan-1-amine

HRID 1730436Notes

Reaction equation

HRID 1730436 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][C:4]=1[CH:11]=[CH:12][C:13]#[N:14].N>[Ni].C(O)C>[NH2:14][CH2:13][CH2:12][CH2:11][C:4]1[CH:5]=[C:6]([O:9][CH3:10])[CH:7]=[CH:8][C:3]=1[O:2][CH3:1]

Participants

5

Reactant 2

HCID 222AmmoniaHCID 3420939beta-(2,5-Dimethoxyphenyl)acrylonitrile

Product 1

HCID 214979803-(2,5-Dimethoxyphenyl)propan-1-amineYield 88.3%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

90 g of β-(2,5-Dimethoxyphenyl)acrylonitrile and 500 ml of ethanol containing about 100 g of ammonia were subjected to catalytic reduction inthe presence of Raney nickel under a hydrogen pressure of 80 atm. and at 130° C for 3 hours. After the reaction, distillation under reduced pressure gave 82 g of the end product having a boiling point of 105° ~ 107° C/l mmHg (yield 88.2%).

Workup

  1. customAfter the reaction, distillation under reduced pressure

Sources & evidence

ORD record
ord-199b6a036b5d4a0db72f61cbd48a941f
Source dataset
uspto-grants-1976_11
Patent number
US03992449

Reaction notes

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