Reaktion #47146

Reaktionsgleichung

HCl

4-chloroaniline

pivaloyl chloride

→

title compound

N-(4-Chloro-phenyl)-2,2-dimethyl-propionamide

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONThe mixture was poured
2. 2
   Filtrationthe solids were collected by vacuum filtration
3. 3
   Waschenwashed well with H2O
4. 4
   Sonstigedried in vacuo

Vorschrift

To a solution of 4-chloroaniline (5.0 g, 39.2 mmol) in 25 mL pyridine was added 5.3 mL (43.1 mmol) of pivaloyl chloride and the reaction mixture stirred overnight at room temperature. The mixture was poured into vigorously stirring 6M HCl, and the solids were collected by vacuum filtration, washed well with H2O, and dried in vacuo to yield the title compound. 1H NMR (CDCl3) δ 7.47 (d, J=9.2 Hz, 2H) 7.30 (s, 1H) 7.27 (d, J=8.8 Hz, 2H) 1.32 (s, 9H) MS (ES) m/z=212.1

Quelle