Reacción #927243

ord-26c0b651f1384c988b24009e56c91f96

Ecuación de reacción

CCCCCCC1(Br)CC1(Br)Br
1,1,2-tribromo-2-hexyl-cyclopropane
[Li][CH3]
methyl lithium
O
water
CCCCCCC1=CC1
1-hexyl-cyclopropene
Rendimiento 87.0%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaWhile cooling in an ice water bath
  2. 2
    OtroThe resulting mixture was transferred to a separatory funnel
  3. 3
    Otrothe phases were separated
  4. 4
    SecadoThe organic layer was dried over MgSO4
  5. 5
    Filtraciónfiltered
  6. 6
    OtroThe solvent was removed from the filtrate in vacuo with a bath temperature under 20° C.

Procedimiento

A solution of 1.01 g (0.00278 mol) of 1,1,2-tribromo-2-hexyl-cyclopropane in 4 ml of diethyl ether was placed under a nitrogen atmosphere via use of a Firestone valve. While cooling in an ice water bath, 6.3 ml (0.00835 mol) of 1.4M methyl lithium in diethyl ether was added slowly by syringe. After 15 minutes, 2 ml of water was added via syringe. 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 with a bath temperature under 20° C. to yield 0.300 g (87% of theoretical) of 1-hexyl-cyclopropene pure as an oil.

Fuente

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