Réaction #1605751

ord-2ee85b796fca44e285d8cc656a2efa0a

Équation de réaction

CCCC(=O)CC(C)C
2-methylheptan-4-one
CC(=O)[O-].[NH4+]
ammonium acetate
[BH3-]C#N.[Na+]
sodium cyanoborohydride
CCCC(N)CC(C)C
2-methylheptan-4-amine
Rendement 77.2%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe solvent was removed under reduced pressure
  2. 2
    workup.ADDITIONthe residue was diluted with water and basified with 15% NaOH aqueous
  3. 3
    Extractionextracted with ether
  4. 4
    LavageThe extract was washed with brine
  5. 5
    Séchagedried over anhydrous magnesium sulfate
  6. 6
    Filtrationfiltered
  7. 7
    Autreevaporated

Mode opératoire

To a solution of 2-methylheptan-4-one (4.24 g, 33.07 mmol), in methanol (60 mL), were added ammonium acetate (25.50 g, 330.71 mmol) and sodium cyanoborohydride (2.08 g, 33.07 mmol). The reaction mixture was stirred at room temperature for about 24 hours. The solvent was removed under reduced pressure and the residue was diluted with water and basified with 15% NaOH aqueous and extracted with ether. The extract was washed with brine, dried over anhydrous magnesium sulfate, filtered and evaporated to give 3.3 g of 2-methylheptan-4-amine (77%). MS (M+H, 130).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09072313B2uspto-grants-2015_07