Reaktion #302866

ord-9624ea7e963d448e9d21772267560ddb

Reaktionsgleichung

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

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONmixed in an oil bath at 90° C
  2. 2
    Sonstigeafter about 30 minutes
  3. 3
    Sonstigethe reaction was quenched
  4. 4
    TemperaturThe cooled crude product
  5. 5
    Waschenwas base-washed twice through a solvent extraction
  6. 6
    Waschenwashed once with deionized water
  7. 7
    WaschenAfter washing
  8. 8
    Trocknenthe organic layer was dried with MgSO4
  9. 9
    Filtrationfiltered
  10. 10
    SonstigeThe residual solution was dried
  11. 11
    Sonstigea rotary evaporator
  12. 12
    Sonstigeto remove the solvent
  13. 13
    Sonstigethe purified product was dried in a vacuum oven at 40° C. for 6 hours

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08192892B2uspto-grants-2012_06