Reaktion #71643

Reaktionsgleichung

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

4-chlorobenzenesulfonyl chloride

→

title compound

Ausbeute 129.0%

1,1-Dimethylethyl (3S)-4-[(4-chlorophenyl)sulfonyl]-3-methyl-1-piperazinecarboxylate

Ausbeute 129.0%

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction was then evaporated
2. 2
   Sonstigepartitioned between 2N aq. HCl (70 ml) and DCM (80 ml)
3. 3
   ExtraktionThe aqueous was further extracted with DCM (2×80 ml)
4. 4
   Sonstigeevaporated
5. 5
   SonstigeThe product was dried under vacuum at 40° C. for 18 hours

Vorschrift

To a solution of 1,1-dimethylethyl (3S)-3-methyl-1-piperazinecarboxylate (10.0 g, 49.9 mmol, supplier Aldrich) in pyridine (30 ml) was added 4-chlorobenzenesulfonyl chloride (12.7 g, 59.9 mmol) portionwise. The reaction was stirred at room temperature under an argon atmosphere for 2 hours. The reaction was then evaporated, partitioned between 2N aq. HCl (70 ml) and DCM (80 ml). The aqueous was further extracted with DCM (2×80 ml) and the combined DCM layers were passed through a hydrophobic frit and evaporated. The product was dried under vacuum at 40° C. for 18 hours to yield the title compound as an orange solid (24.14 g).

Quelle