Reacción #40879

ord-d8a15633b09740b3a83773b2d22693a7

Ecuación de reacción

O=Cc1ccc(C(F)(F)F)cc1C(F)(F)F
2,4-bis trifluoromethyl benzaldehyde
CC(C)(C)S(N)=O
tert butyl sulfinamide
CC(C)(C)S(=O)/N=C/c1ccc(C(F)(F)F)cc1C(F)(F)F
N-{(1E)-[2,4-bis(trifluoro methyl)phenyl]methylene}-2-methylpropane-2-sulfinamide

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Extracciónextracted with DCM
  2. 2
    LavadoThe extracts were washed with water
  3. 3
    Secadodried (MgSO4)
  4. 4
    Otroevaporated in vacuo

Procedimiento

A mixture of 2,4-bis trifluoromethyl benzaldehyde (10.0 g, 41.3 mmol), tert butyl sulfinamide (4.5 g, 37.2 mmol) and anhydrous CuSO4 (13.1 g, 82.6 mmol) in DCM (100 ml) was stirred at room temperature overnight. The fine suspension was diluted with water and extracted with DCM. The extracts were washed with water, dried (MgSO4) and evaporated in vacuo to afford the desired N-{(1E)-[2,4-bis(trifluoro methyl)phenyl]methylene}-2-methylpropane-2-sulfinamide as an off white solid (7.62 g, 53%), with no further purification. 1H NMR δ (ppm)(CDCl3): 8.99 (1 H, d, J=1.9 Hz), 8.35 (1 H, d, J=8.2 Hz), 8.02 (1 H, s), 7.92 (1 H, d, J=8.2 Hz), 1.28 (9 H, d, J=4.6 Hz); m/z (ES+) 346 (MH+).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07728022B2uspto-grants-2010_06