Reacción #1846

ord-f12406699295447fa245b2a1d83d7703

Ecuación de reacción

COc1ccc(Br)cc1
4-bromoanisole
[Mg]
Magnesium
II
iodine
C1CCOC1
THF
BrCCBr
1,2-dibromoethane
COc1ccc([CH2][Mg][Br])cc1
Anisylmagnesium Bromide

Condiciones de reacción

Temperatura
20°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturaat reflux for 15 min
  2. 2
    workup.STIRRINGstirring
  3. 3
    OtroAfter an exothermic reaction
  4. 4
    workup.STIRRINGstirring
  5. 5
    Otrowas accompanied by a rise in temperature to 35° C
  6. 6
    TemperaturaThe mixture was cooled to 20° C.
  7. 7
    Temperaturawith cooling
  8. 8
    workup.STIRRINGStirring
  9. 9
    workup.ADDITIONafter the addition

Procedimiento

Magnesium (36 g, 1.5 mol), iodine (a few crystals) and THF (1 L) were heated under nitrogen, with stirring, at reflux for 15 min. The mixture was cooled to 20° C., stirring stopped, and 1,2-dibromoethane (2.5 ml) added. After an exothermic reaction was observed (a few min) stirring was restarted which was accompanied by a rise in temperature to 35° C. The mixture was cooled to 20° C. and 4-bromoanisole slowly added over 1 h at 14°-18° C. with cooling. Stirring was continued for 10 min after the addition was complete.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05726315uspto-grants-1998_03