Reaktion #75874

ord-61139bc34ed540e5864fa7318d8e13b7

Reaktionsgleichung

CCOC(=O)N1CCC(N)CC1
Ethyl 4-amino-1-piperidinecarboxylate
CCN(CC)CC
triethylamine
CC(C)(C)S(=O)Cl
t-butylsulfinyl chloride
CCOC(=O)N1CCCCC1N
amino-1-ethoxycarbonyl piperidine
Ausbeute 126.0%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe solution was partitioned into an aqueous solution of potassium hydrogen sulfate and ethyl acetate
  2. 2
    WaschenThe organic layer was washed with brine
  3. 3
    Trocknendried over magnesium sulfate anhydride
  4. 4
    SonstigeThe solvent was removed under reduced pressure
  5. 5
    Sonstigethe residue was purified by silica gel chromatography

Vorschrift

Ethyl 4-amino-1-piperidinecarboxylate (300 mg) and triethylamine (258 mg) were dissolved in 5 ml of dichloromethane. To the mixture, 2 ml of solution of t-butylsulfinyl chloride (222 mg) in dichloromethane was added and the mixture was stirred at room temperature for 4 hours. The solution was partitioned into an aqueous solution of potassium hydrogen sulfate and ethyl acetate. The organic layer was washed with brine and dried over magnesium sulfate anhydride. The solvent was removed under reduced pressure and the residue was purified by silica gel chromatography to give 378 mg of 4-t-butylsulfiny amino-1-ethoxycarbonyl piperidine.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06699891B1uspto-grants-2004_03