Reacción #945

ord-968da5d345074707bd8ae7f036b4987e

Ecuación de reacción

O=Cc1ccccc1
benzaldehyde
CCOC(=O)C(N)CC.Cl
product
CCOC(=O)C(N)CC.Cl
Ethyl 2-aminobutyrate hydrochloride
O=S(=O)([O-])[O-].[Mg+2]
magnesium sulphate
CCN(CC)CC
triethylamine
CCOC(=O)C(CC)N=Cc1ccccc1
desired product
Rendimiento 88.9%
CCOC(=O)C(CC)N=Cc1ccccc1
Ethyl 2-benzylideneaminobutyrate
Rendimiento 88.9%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Filtraciónthen filtered
  2. 2
    ConcentraciónThe filtrate was concentrated
  3. 3
    Otrotriturated in diethyl ether
  4. 4
    Filtraciónfiltered
  5. 5
    Concentraciónconcentrated

Procedimiento

A solution of the product from step (a) (149.6 g), magnesium sulphate (74.3 g), and triethylamine (246 ml) in dichloromethane (1500 ml) was stirred at room temperature under nitrogen and benzaldehyde (94.9 g, Aldrich) was added dropwise. The mixture was stirred at room temperature for 3 hours then filtered. The filtrate was concentrated, triturated in diethyl ether, filtered and concentrated to yield the desired product as a yellow oil (174 g). 1H NMR consistent with the proposed structure.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05723458uspto-grants-1998_03