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Chlorosulfonic acid → 2-Butyl-2-ethylaziridine

HRID 1415881
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1415881
[NH2:1][C:2]([CH2:9][CH3:10])([CH2:5][CH2:6][CH2:7][CH3:8])[CH2:3]O.ClS(O)(=O)=O>C(#N)C>[CH2:5]([C:2]1([CH2:9][CH3:10])[CH2:3][NH:1]1)[CH2:6][CH2:7][CH3:8]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 24638Chlorosulfonic acidHCID 534210662-Amino-2-ethylhexan-1-ol

Produkt 1

HCID 217099702-Butyl-2-ethylaziridineAusbeute 73,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
2.5 °C

Versuchsvorschrift

Acetonitrile (150 ml) and the product (20.0 g) from step (a) were mixed under nitrogen, cooled to 2-3° C. and chlorosulphonic acid (16.0 g) Aldrich) was added dropwise keeping the temperature below 10° C. The coolant was removed and the slurry left to stir for 80 minutes at room temperature. The reaction was concentrated in vacuo and co-distilled with water (50 ml). 50% Aqueous sodium hydroxide (55.2 g) and water (50 ml) were added and the mixture was distilled at atmospheric pressure. The organic layer was collected from the distillate and dried with solid potassium hydroxide to give the desired product (12.8 g). 1H NMR consistent with proposed structure.

Aufarbeitung

  1. customthe temperature below 10° C
  2. customThe coolant was removed
  3. waitthe slurry left
  4. concentrationThe reaction was concentrated in vacuo and co-distilled with water (50 ml)
  5. addition50% Aqueous sodium hydroxide (55.2 g) and water (50 ml) were added
  6. distillationthe mixture was distilled at atmospheric pressure
  7. distillationThe organic layer was collected from the distillate
  8. dry with materialdried with solid potassium hydroxide

Quellen und Nachweise

ORD-Eintrag
ord-5e6efa47dda049ca9a37794fd5587511
Quelldatensatz
uspto-grants-1999_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05910494

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