Reacción #302866

ord-9624ea7e963d448e9d21772267560ddb

Ecuación de reacción

CC(C)(C)c1ccccc1O
t-butylphenol
Nc1ccccc1
aniline
CC(C)(C)c1ccccc1
t-BuPh

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONmixed in an oil bath at 90° C
  2. 2
    Otroafter about 30 minutes
  3. 3
    Otrothe reaction was quenched
  4. 4
    TemperaturaThe cooled crude product
  5. 5
    Lavadowas base-washed twice through a solvent extraction
  6. 6
    Lavadowashed once with deionized water
  7. 7
    LavadoAfter washing
  8. 8
    Secadothe organic layer was dried with MgSO4
  9. 9
    Filtraciónfiltered
  10. 10
    OtroThe residual solution was dried
  11. 11
    Otroa rotary evaporator
  12. 12
    Otroto remove the solvent
  13. 13
    Otrothe purified product was dried in a vacuum oven at 40° C. for 6 hours

Procedimiento

15 g (0.1 mol) of t-butylphenol, 6.31 g (0.21 mol) of p-formaldehyde and 10.24 g (0.11 mol) of aniline were added to a 100 ml one-neck round-bottom flask and mixed in an oil bath at 90° C. When the initially opaque mixture became a dark brown transparent gel type material after about 30 minutes, the reaction was quenched using tetrahydrofuran (THF), and then the mixture was cooled to room temperature. The cooled crude product was base-washed twice through a solvent extraction using a 1N NaOH aqueous solution, and washed once with deionized water. After washing, the organic layer was dried with MgSO4 and filtered. The residual solution was dried using a rotary evaporator to remove the solvent, and the purified product was dried in a vacuum oven at 40° C. for 6 hours to obtain t-BuPh-a.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08192892B2uspto-grants-2012_06