Reacción #1519079

ord-541908538fa04b72b2a190e0f6e9245b

Ecuación de reacción

CCCCC(CC)COC(=O)C(C#N)=C1C=C(C)OC(C)=C1
2-ethylhexyl (2,6-dimethyl-pyran-4-ylidene)cyanoacetate
CCCCC(CC)COC(=O)C(C#N)=C1C=C(C)N(CCCC)C(C)=C1
2-ethylhexyl (1-N-butyl-2,6-dimethyl-1H-pyridin-4-ylidene)cyanoacetate
Rendimiento 128.3%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroRemoval of the excess of butylamine at reduced pressure
  2. 2
    workup.WAITleft a orange oil which
  3. 3
    Otrowas purified by FC (n-hexane/EtOAc 1:1)

Procedimiento

A solution of 0.30 g (1 mmol) of 2-ethylhexyl (2,6-dimethyl-pyran-4-ylidene)cyanoacetate (prepared as described in example 1) in 4 ml butylamine was refluxed at 80° C. for 1 h under nitrogen. Removal of the excess of butylamine at reduced pressure left a orange oil which was purified by FC (n-hexane/EtOAc 1:1) yielding 0.23 g (64%) of 2-ethylhexyl (1-N-butyl-2,6-dimethyl-1H-pyridin-4-ylidene)cyanoacetate as a slightly yellow solid.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07611696B2uspto-grants-2009_11