2-Methylaziridine → HCID 58070545, Verbindung

HRID 563364

Reaktionsgleichung

Reaktionsgleichung von HRID 563364
[CH3:1][CH:2]1[CH2:4][NH:3]1.[OH-].[Na+].Cl[C:8]([CH2:10][CH2:11][O:12][C:13](=[O:16])[CH:14]=[CH2:15])=[O:9]>O.C(Cl)Cl>[CH3:1][CH:2]1[CH2:4][N:3]1[C:8](=[O:9])[CH2:10][CH2:11][O:12][C:13](=[O:16])[CH:14]=[CH2:15]

Komponenten

6

Edukt 3

HCID 63772-MethylaziridineHCID 14798Sodium HydroxideHCID 57428991HCID 57428991, Verbindung

Produkt 1

HCID 58070545HCID 58070545, VerbindungAusbeute 74,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a stirred 0° C. solution of 2-methylaziridine (5.1 g, about 80 mmol, 90% pure, available from Aldrich) and NaOH (3.6 g, 90 mmol) in a mixture of 50 mL of water and 25 mL of methylene chloride was added dropwise a solution of acrylic acid-2-chlorocarbonylethyl ester (11.6 g, 59 mmol) in 25 mL of methylene chloride. When the addition was complete, the reaction flask was removed from the ice bath and the reaction mixture was allowed to warm to room temperature and was stirred overnight. The phases were then separated and the methylene chloride phase was washed once with 25 mL of water, dried over K2CO3, filtered, and solvent removed at reduced pressure to leave 8.1 g of acrylic acid-3-(2-methylaziridin-1yl)-3-oxopropyl ester as a colorless oil. NMR and IR spectral analyses confirmed the structure of the product.

Aufarbeitung

  1. additionWhen the addition
  2. customthe reaction flask was removed from the ice bath
  3. customThe phases were then separated
  4. washthe methylene chloride phase was washed once with 25 mL of water
  5. dry with materialdried over K2CO3
  6. filtrationfiltered
  7. customsolvent removed at reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-dde0356272c34fa698deed97651dbf0b
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08067504B2

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