Reaktion #40879

ord-d8a15633b09740b3a83773b2d22693a7

Reaktionsgleichung

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

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionextracted with DCM
  2. 2
    WaschenThe extracts were washed with water
  3. 3
    Trocknendried (MgSO4)
  4. 4
    Sonstigeevaporated in vacuo

Vorschrift

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+).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07728022B2uspto-grants-2010_06