Réaction #47146

Équation de réaction

HCl

4-chloroaniline

pivaloyl chloride

→

title compound

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

Solvants

pyridine

Conditions de réaction

Traitement

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

Mode opératoire

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

Source