Aziridine → HCID 21428829, Verbindung

HRID 437618

Reaktionsgleichung

Reaktionsgleichung von HRID 437618
[NH:1]1[CH2:3][CH2:2]1.C(=O)([O-])O.[Na+].[OH:9][C:10]1[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=1[C:12](Cl)=[O:13].[OH-].[Na+]>O.ClC(Cl)Cl>[OH:9][C:10]1[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=1[C:12]([N:1]1[CH2:3][CH2:2]1)=[O:13]

Komponenten

7

Edukt 4

HCID 9033AziridineHCID 14798Sodium HydroxideHCID 74041Salicyloyl chlorideHCID 516892Sodium Bicarbonate

Produkt 1

HCID 21428829HCID 21428829, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6212ChloroformLösungsmittel

Reaktionsbedingungen

Temperatur
-5 °C

Versuchsvorschrift

To 690 parts of a solution of aziridine in water 0.875M are added 42 parts of sodium hydrogen carbonate while cooling in an ice-salt bath at -5° C. While stirring vigorously, there is added dropwise, during a 30 minutes period, a solution of 78.8 parts of 2-hydroxybenzoyl chloride in 150 parts of trichloromethane at a temperature below 5° C. The reaction mixture is allowed to reach 25° C while stirring, and a diluted sodium hydroxide solution is added to pH 8. The product is extracted three times with trichloromethane. The combined extracts are washed three times with water, dried, filtered and evaporated, yielding 56 parts of 1-(2-hydroxybenzoyl)aziridine as a residue.

Aufarbeitung

  1. additionthere is added dropwise, during a 30 minutes period
  2. customat a temperature below 5° C
  3. customto reach 25° C
  4. stirringwhile stirring
  5. extractionThe product is extracted three times with trichloromethane
  6. washThe combined extracts are washed three times with water
  7. customdried
  8. filtrationfiltered
  9. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-d831ca452c1d40e9aa3a624c99eea2a9
Quelldatensatz
uspto-grants-1977_06
Patentnummer
US04031226

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