Reaktion #85733

ord-53f1de04730e46439ae4e29856f69335

Reaktionsgleichung

O=Cc1cccc(F)c1F
2,3-difluorobenzaldehyde
CC(C)(C)[S@](N)=O
(R)-2-methylpropane-2-sulfinamide
CC(C)(C)[S@@](=O)/N=C/c1cccc(F)c1F
(R,E)-N-(2,3-difluorobenzylidene)-2-methylpropane-2-sulfinamide
Ausbeute 93.0%

Lösungsmittel

Reaktionsbedingungen

Temperatur
55°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeTo a oven dried round bottom flask
  2. 2
    SonstigeReaction mixture
  3. 3
    FiltrationThe reaction mixture was filtered through a celite pad
  4. 4
    Waschenwashing solids with DCE
  5. 5
    EinengenCombined filtrate was concentrated

Vorschrift

To a oven dried round bottom flask with stir bar was added 2,3-difluorobenzaldehyde (0.5 g, 3.52 mmol), (R)-2-methylpropane-2-sulfinamide (0.469 g, 3.87 mmol) and DCE (7.04 mL). To this mixture was then added Copper (II) Sulfate (0.842 g, 5.28 mmol). Reaction mixture heated in a preheated oil bath to 55° C. for 24 hr. The reaction mixture was filtered through a celite pad washing solids with DCE. Combined filtrate was concentrated to afford a viscous yellow oil of (R,E)-N-(2,3-difluorobenzylidene)-2-methylpropane-2-sulfinamide (0.8007 g, 3.26 mmol, 93% yield). MS m/z 246.1 (M+H)+; Rt-0.91 min.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09434719B2uspto-grants-2016_09