Reacción #927241

ord-03aa6a92373c4efb8c6d65cf275ad7d0

Ecuación de reacción

CCOCC
diethylether
C=C(Br)CBr
2,3-dibromopropene
CCCC[CH2][Mg][Br]
pentylmagnesium bromide
CCOCC
diethyl ether
Cl
hydrochloric acid
C=C(Br)CCCCCC
2-bromo-oct-1-ene

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaWhile cooling in an ice water bath
  2. 2
    Temperaturacooling in an ice water bath
  3. 3
    OtroThe resulting mixture was transferred to a separatory funnel
  4. 4
    Otrothe phases were separated
  5. 5
    SecadoThe organic layer was dried over MgSO4
  6. 6
    Filtraciónfiltered
  7. 7
    OtroThe solvent was removed from the filtrate in vacuo

Procedimiento

A solution of 9.42 ml (0.0728 mol) of 2,3-dibromopropene in 70 ml diethylether was placed under a nitrogen atmosphere by use of a Firestone valve. While cooling in an ice water bath, a solution of 0.091 mol of pentylmagnesium bromide in 70 ml diethyl ether was added slowly via addition funnel. After stirring for 2 hours while warming to room temperature, there was then added via syringe 50 ml of 1 N hydrochloric acid to the reaction cooling in an ice water bath. The resulting mixture was transferred to a separatory funnel and the phases were separated. The organic layer was dried over MgSO4 and filtered. The solvent was removed from the filtrate in vacuo to yield 15.0 g (85.7% of theory) of 81% pure 2-bromo-oct-1-ene as an oil.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06365549B2uspto-grants-2002_04