Reacción #1454946

ord-7bc9124d9a8c45b3bc34b6d37fa1fde5

Ecuación de reacción

OCCCCCCCCCCO
1,10-Decanediol
Br
hydrobromic acid
OCCCCCCCCCCBr
10-bromodecan-1-ol
Rendimiento 89.0%

Reactivos

Ninguno

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaThe reaction mixture was refluxed for six hours
  2. 2
    OtroAfter the reaction
  3. 3
    Extracciónthe mixture was extracted three times with diethyl ether
  4. 4
    Lavadowashed with saline solution
  5. 5
    Secadodried over magnesium sulfate
  6. 6
    Filtraciónfiltered
  7. 7
    workup.DISTILLATIONthe solvent was distilled off under reduced pressure
  8. 8
    OtroPurification of the residue by silica gel flash chromatography (hexane:ethyl acetate=7:3)

Procedimiento

1,10-Decanediol (4 g) was dissolved in 100 ml of cyclohexane, and 57% aqueous hydrobromic acid solution (58 ml) was added to this solution. The reaction mixture was refluxed for six hours while stirring. After the reaction, the mixture was extracted three times with diethyl ether. The organic layer was neutralized with saturated sodium hydrogen carbonate solution, washed with saline solution, dried over magnesium sulfate, and filtered, and the solvent was distilled off under reduced pressure. Purification of the residue by silica gel flash chromatography (hexane:ethyl acetate=7:3) gave 10-bromodecan-1-ol as white crystals at an 89% yield.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07893304B2uspto-grants-2011_02