Reaktion #663227

Reaktionsgleichung

2-(Trifluoroacetyl)-2,3-dihydro-1 H-isoindole-5-sulfonyl chloride

Pyridine

dimethylaminopyridine

4-fluoroaniline

→

title compound

Ausbeute 94.7%

N-(4-Fluorophenyl)-2-(trifluoroacetyl)-2,3-dihydro-1 H-isoindole-5-sulfonamide

Ausbeute 94.7%

Lösungsmittel

chloroform

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture was cooled in ice
2. 2
   EinengenThe reaction mixture was concentrated under reduced pressure
3. 3
   workup.ADDITIONthe residue was diluted with ethyl acetate
4. 4
   WaschenThe mixture was washed with 1 mol/L hydrochloric acid and brine
5. 5
   Trocknenthe organic layer was dried over anhydrous magnesium sulfate
6. 6
   Filtrationthe desiccant was filtered off
7. 7
   Einengenfollowed by concentration under reduced pressure
8. 8
   Filtrationcollected by filtration

Vorschrift

Pyridine (2.57 mL, 31.9 mmol) and dimethylaminopyridine (195 mg, 1.59 mmol) were added to a solution of 4-fluoroaniline (1.86 g, 16.7 mmol) in chloroform (46 mL) at room temperature and the mixture was cooled in ice. 2-(Trifluoroacetyl)-2,3-dihydro-1 H-isoindole-5-sulfonyl chloride (5.00 g, 15.9 mmol) was added thereto and the mixture was warmed to room temperature and stirred for 15 hr. The reaction mixture was concentrated under reduced pressure and the residue was diluted with ethyl acetate. The mixture was washed with 1 mol/L hydrochloric acid and brine, the organic layer was dried over anhydrous magnesium sulfate, and then the desiccant was filtered off, followed by concentration under reduced pressure. The resulting residue was powdered with diethyl ether and collected by filtration to afford the title compound as a pale pink powder (5.85 g).

Quelle