2-Methylaziridine → 2-Methyl-1-Tosyl-Aziridine

HRID 23775

Reaktionsgleichung

Reaktionsgleichung von HRID 23775
[CH3:1][CH:2]1[CH2:4][NH:3]1.[C:5]1([CH3:15])[CH:10]=[CH:9][C:8]([S:11](Cl)(=[O:13])=[O:12])=[CH:7][CH:6]=1>[OH-].[K+]>[CH3:1][CH:2]1[CH2:4][N:3]1[S:11]([C:8]1[CH:9]=[CH:10][C:5]([CH3:15])=[CH:6][CH:7]=1)(=[O:13])=[O:12]

Komponenten

4

Edukt 2

HCID 63772-MethylaziridineHCID 73974-Toluenesulfonyl chloride

Produkt 1

HCID 5448752-Methyl-1-Tosyl-AziridineAusbeute 58,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14797Potassium HydroxideLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

2-Methylaziridine (3.6 ml, 51 mmol) was added to a 10% aqueous KOH solution (30 ml) and cooled in an ice bath for 30 min. To this solution p-toluenesulfonyl chloride (9.9 g, 52 mmol) was added rapidly while maintaining the temperature below 4° C. The resulting mixture was stirred for 30 min at 0° C., then stirred at room temperature overnight. The white precipitate was washed multiple times with cold water and dried under vacuum. The washed product was dissolved in hot petroleum ether and allowed to crystallize at 0° C., yielding colorless crystals (6.3 g, 57% yield).

Aufarbeitung

  1. temperaturecooled in an ice bath for 30 min
  2. temperaturewhile maintaining the temperature below 4° C
  3. stirringstirred at room temperature overnight
  4. washThe white precipitate was washed multiple times with cold water
  5. customdried under vacuum
  6. dissolutionThe washed product was dissolved in hot petroleum ether
  7. customto crystallize at 0° C.

Quellen und Nachweise

ORD-Eintrag
ord-cf0ac7519533440aacba03633ef402c8
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06852865B2

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