Acetic Acid → 3-Amino-4-ethyl-2-methylhex-2-enenitrile

HRID 2262446Notes

Reaction equation

HRID 2262446 reaction equation
[C:1]([CH2:3][C:4](=O)[CH:5]([CH2:8][CH3:9])[CH2:6][CH3:7])#[N:2].[C:11]([O-])(=O)C.[NH4+:15].C(O)(=O)C>C1(C)C=CC=CC=1>[NH2:15][C:4]([CH:5]([CH2:8][CH3:9])[CH2:6][CH3:7])=[C:3]([C:1]#[N:2])[CH3:11]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 517165Ammonium AcetateHCID 235057484-Ethyl-3-oxohexanenitrile

Product 1

HCID 573582353-Amino-4-ethyl-2-methylhex-2-enenitrile

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

13.1 g (94 mmol) of 1-Cyano-3-ethyl-2-oxo-pentane were dissolved in toluene and 15 g (194 mmol) ammonium acetate and 1 ml dry acetic acid were added. The mixture was reflured 2 h and then cooled to room temperature. The mixture was washed, dried and concentrated. Perification by customary methods gove 13. 1 g (100% of theory) of the title compound as a oil.

Workup

  1. washThe mixture was washed
  2. customdried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-4e8019304fe14135b60bc688d661ebbf
Source dataset
uspto-grants-2010_12
Patent number
US07851411B2

Reaction notes

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