Reaktion #8521

ord-a6ef70945a064cf8aa5b23fae875897f

Reaktionsgleichung

CC(C)(C)[O][K].O=S(=O)(c1ccccc1)C(F)(F)F
trifluoromethyl phenyl sulfone tBuOK
CC(C)(C)[O][K].O=S(=O)(c1ccccc1)C(F)(F)F
trifluoromethyl phenyl sulfone tBuOK
COC(=O)c1ccccc1
methyl benzoate
Ic1ccccc1
iodobenzene
O=C(c1ccccc1)C(F)(F)F
2,2,2-trifluoroacetophenone
FC(F)(F)c1ccccc1
α,α,α-trifluorotoluene
Ausbeute 26.0%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeat about −50° C. to about −20° C

Vorschrift

The trifluoromethyl phenyl sulfone/tBuOK trifluoromethylation method can also be applied to other systems. For instance, methyl benzoate can be trifluoromethylated to generate 2,2,2-trifluoroacetophenone in 30% yield at about −50° C. to about −20° C. CF3Cu can be in situ generated with trifluoromethyl phenyl sulfone/tBuOK and copper iodide (CuI), and then further react with iodobenzene at 80° C. for 20 h to give α,α,α-trifluorotoluene in 26% yield.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07087789B2uspto-grants-2006_08