Benzylammonium chloride → 3-Benzylaminoacrylonitrile

HRID 2058795

Reaction equation

HRID 2058795 reaction equation
[Na].O[CH:3]=[CH:4][C:5]#[N:6].Cl.[CH2:8]([NH2:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>C(#N)C>[CH2:8]([NH:15][CH:3]=[CH:4][C:5]#[N:6])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 2724127Benzylammonium chlorideHCID 86738287Sodium 3-hydroxyacrylonitrile

Product 1

HCID 705487013-BenzylaminoacrylonitrileYield 57.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

32.5 g (0.25 mol) of sodium-3-hydroxyacrylonitrile (content 70%) and 43.1 g (0.3 mol) of benzylamine hydrochloride are refluxed for 5 h in 150 ml of acetonitrile. After removal of the solid by filtration and withdrawal of the solvent, the product was dissolved in chloroform and washed with water. Subsequent vacuum distillation yielded 22.6 g of 3-benzylaminoacrylonitrile (57.1%).

Workup

  1. customAfter removal of the solid
  2. filtrationby filtration and withdrawal of the solvent
  3. dissolutionthe product was dissolved in chloroform
  4. washwashed with water
  5. distillationSubsequent vacuum distillation

Sources & evidence

ORD record
ord-0f57112ce6d9455cb4c8af2ad9496e10
Source dataset
uspto-grants-1982_03
Patent number
US04319024

Linked notes

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