Reaktion #48862

ord-c32ba789be974ba99759bf5cf8743db1

Reaktionsgleichung

C1CNC1
Azetidine
O=S(=O)(Cl)c1ccc(F)cc1
4-fluorobenzenesulfonyl chloride
O=S(=O)(c1ccc(F)cc1)N1CCC1
solid
Ausbeute 8.0%
O=S(=O)(c1ccc(F)cc1)N1CCC1
1-[(4-Fluorophenyl)sulfonyl]azetidine
Ausbeute 8.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigereaction mixture
  2. 2
    EinengenThe reaction mixture was concentrated in vacuo
  3. 3
    SonstigeThe organic layer was separated
  4. 4
    Trocknendried (MgSO4)
  5. 5
    Filtrationfiltered
  6. 6
    Sonstigeevaporated

Vorschrift

Azetidine (0.25 g, 4.35 mmol) was added to a solution of sodium hexamethyldisilylazide (0.85 g, 4.6 mmol) in THF (10 mL) at 0° C. and reaction mixture stirred for 10 minutes. 4-fluorobenzenesulfonyl chloride (0.85 g, 4.35 mmol) was subsequently added and the reaction mixture was allowed to warm up to ambient temperature overnight. The reaction mixture was concentrated in vacuo and the residue taken up in ethyl acetate and water. The organic layer was separated and then dried (MgSO4), filtered and evaporated to give a waxy, yellow solid (75 mg).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07745475B2uspto-grants-2010_06