Methyl fluorosulfate → (3S)-1,1-Dimethyl-3-(4-methoxybenzylthio)pyrrolidinium fluorosulfonate

HRID 1030150

Reaktionsgleichung

Reaktionsgleichung von HRID 1030150
[F:1][S:2]([O:5][CH3:6])(=[O:4])=[O:3].[CH3:7][O:8][C:9]1[CH:22]=[CH:21][C:12]([CH2:13][S:14][C@H:15]2[CH2:19][CH2:18][N:17]([CH3:20])[CH2:16]2)=[CH:11][CH:10]=1>C(Cl)Cl>[F:1][S:2]([O-:5])(=[O:4])=[O:3].[CH3:20][N+:17]1([CH3:6])[CH2:18][CH2:19][C@H:15]([S:14][CH2:13][C:12]2[CH:11]=[CH:10][C:9]([O:8][CH3:7])=[CH:22][CH:21]=2)[CH2:16]1

Komponenten

4

Edukt 2

HCID 9870Methyl fluorosulfateHCID 57243155(3S)-3-(4-Methoxybenzylthio)-1-methylpyrrolidine

Produkt 1

HCID 10784133(3S)-1,1-Dimethyl-3-(4-methoxybenzylthio)pyrrolidinium fluorosulfonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

118 μl of methyl fluorosulfonate were added, whilst ice-cooling, to a solution of 340 mg of (3S)-3-(4-methoxybenzylthio)-1-methylpyrrolidine [prepared as described in step (4) above] dissolved in 20 ml of dry methylene chloride. The mixture was then stirred at the same temperature for 30 minutes and then at room temperature for 3.5 hours. At the end of this time, the solvent was removed by distillation under reduced pressure, and the residue was repeatedly washed by decantation with diethyl ether and dried under reduced pressure to afford 500 mg of the title compound as a colorless powder.

Aufarbeitung

  1. waitat room temperature for 3.5 hours
  2. customAt the end of this time, the solvent was removed by distillation under reduced pressure
  3. washthe residue was repeatedly washed by decantation with diethyl ether
  4. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c70a59f79b6542418299035b6cd0fd96
Quelldatensatz
uspto-grants-1992_04
Patentnummer
US05104867

Verknüpfte Notizen

Wird geladen…