Reacción #1605751

ord-2ee85b796fca44e285d8cc656a2efa0a

Ecuación de reacción

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
Rendimiento 77.2%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe solvent was removed under reduced pressure
  2. 2
    workup.ADDITIONthe residue was diluted with water and basified with 15% NaOH aqueous
  3. 3
    Extracciónextracted with ether
  4. 4
    LavadoThe extract was washed with brine
  5. 5
    Secadodried over anhydrous magnesium sulfate
  6. 6
    Filtraciónfiltered
  7. 7
    Otroevaporated

Procedimiento

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).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09072313B2uspto-grants-2015_07