Réaction #329872

Équation de réaction

4-chlorobromobenzene

3-(R)-Methyl-piperazine-1-carboxylic acid tert-butyl ester

BINAP

sodium-t-butoxide

→

title compound

4-(4-Chloro-phenyl)-3-(R)-methyl-piperazine-1-carboxylic acid tert-butyl ester

Solvants

toluene

Conditions de réaction

Traitement

1. 1
   AutreThe solvent was evaporated
2. 2
   Lavagewashed with saturated aqueous sodium bicarbonate and brine
3. 3
   Séchagedried over magnesium sulfate

Mode opératoire

To a mixture of 4-chlorobromobenzene (0.53 g, 2.75 mmol) and 3-(R)-Methyl-piperazine-1-carboxylic acid tert-butyl ester (0.5 g, 2.5 mmol) in toluene (20 mL) was added tris(dibenzylideneacetone) dipalladium(0) (0.029 g, 0.032 mmol), BINAP (0.058 g, 0.093 mmol) and sodium-t-butoxide (1.01 g, 10.5 mmol). The resulting mixture was heated 110° C. for 20 h. The solvent was evaporated and the residue was taken up in ethyl acetate and washed with saturated aqueous sodium bicarbonate and brine and dried over magnesium sulfate. Column chromatography (10% ethyl acetate/hexane) provided the title compound.

Source