Réaction #71645

Équation de réaction

1,1-dimethylethyl (3R)-3-methyl-1-piperazinecarboxylate

DIPEA

HCl

4-(trifluoromethyl)benzenesulfonyl chloride

→

title compound

Rendement 110.8%

1,1-Dimethylethyl (3R)-3-methyl-4-{[4-(trifluoromethyl)phenyl]sulfonyl}-1-piperazinecarboxylate

Rendement 110.8%

Solvants

DCM

DCM

Conditions de réaction

Traitement

1. 1
   AutreThe layers were separated
2. 2
   Extractionthe aqueous layer was then re-extracted with DCM (75 ml)
3. 3
   Lavagewashed with saturated brine solution (100 ml)
4. 4
   AutreThe organic layers were then separated
5. 5
   Séchagedried (MgSO4)
6. 6
   Concentrationconcentrated to dryness

Mode opératoire

To a solution of 1,1-dimethylethyl (3R)-3-methyl-1-piperazinecarboxylate (1.5 g, 7.49 mmol, supplier Aldrich) in DCM (30 ml) was added DIPEA (1.962 ml, 11.23 mmol) and then portionwise addition of 4-(trifluoromethyl)benzenesulfonyl chloride (2.2 g, 8.99 mmol) at room temperature. The resultant mixture was stirred under an atmosphere of Ar for 2 hours before addition of 1M HCl solution (75 ml) and DCM (75 ml). The layers were separated and the aqueous layer was then re-extracted with DCM (75 ml), the organic layers were combined and washed with saturated brine solution (100 ml). The organic layers were then separated, dried (MgSO4) and concentrated to dryness giving the title compound (3.39 g).

Source