Peracetic Acid → 4-Acetoxy-2-azetidinone

HRID 1590774

Reaktionsgleichung

Reaktionsgleichung von HRID 1590774
OC([CH:4]1[NH:7][C:6](=[O:8])[CH2:5]1)=O.[C:9]([O-:12])(=[O:11])[CH3:10].[Na+].C(OO)(=O)C>C(Cl)Cl.C(O)(=O)C.[C].[Ru]>[C:9]([O:12][CH:4]1[NH:7][C:6](=[O:8])[CH2:5]1)(=[O:11])[CH3:10]

Komponenten

7

Edukt 3

HCID 6585Peracetic AcidHCID 517045Sodium AcetateHCID 34880644-Oxoazetidine-2-carboxylic acid

Produkt 1

HCID 1199814-Acetoxy-2-azetidinoneAusbeute 82 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 178503044HCID 178503044, VerbindungKatalysatorHCID 176Acetic AcidLösungsmittel2×HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

0.3 of 4-hydroxycarbonylazetidine-2-one, 0.43 g of anhydrous sodium acetate and 100 mg of 5% ruthenium-carbon were suspended in a mixture of 12 ml of methylene chloride and 4 ml of acetic acid and cooled to -3° C., to which 1.1 ml of acetic acid solution containing 40% peracetic acid was carefully dropped, subjected to stirring at 0° C. for 1 hour. The catalyst was separated by suction filtration, then solvent was distilled off under reduced pressure. 20 ml of n-hexane was added thereto. Undissolved matter was filtered off, the filtrate was concentrated under reduced pressure to obtain 0.37 g of the title compound (yield: 82%).

Aufarbeitung

  1. additionwas carefully dropped
  2. customThe catalyst was separated by suction filtration
  3. distillationsolvent was distilled off under reduced pressure
  4. addition20 ml of n-hexane was added
  5. filtrationUndissolved matter was filtered off
  6. concentrationthe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-e4bd5776b4124e8c8d81b398e7451eee
Quelldatensatz
uspto-grants-1993_04
Patentnummer
US05204460

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