Reacción #487521

ord-26a379baa01243c797c0116c08dda5b4

Ecuación de reacción

COc1ccc2c(C=O)cccc2c1
6-Methoxy-naphthaldehyde
C1CCOC1
THF
C=Cc1ccc2cc(OC)ccc2c1
6-methoxy-2-vinyl-naphthalene
Rendimiento 90.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Filtraciónis filtered on Celite, and it
  2. 2
    Otrois chromatographed (hexane/AcOEt 5:1)

Procedimiento

6-Methoxy-naphthaldehyde (432 mg, 2.35 mmol) is added to a solution of instantaneous ylide (Ph3P+Br−+NaNH2, 1.48 g, 2.4 mmol) in anhydrous THF (5 ml). After one hour of stirring at ambient temperature, it is diluted with ether, it is filtered on Celite, and it is chromatographed (hexane/AcOEt 5:1) to obtain 6-methoxy-2-vinyl-naphthalene (390 mg, 90%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08741593B2uspto-grants-2014_06