3-Benzyl-1-(4'-methoxybenzyl)-2,5-dioxo-4,4-dimethylimidazolidine → 3-Benzyl-2,5-dioxo-4,4-dimethylimidazolidine

HRID 1978026

Reaktionsgleichung

Reaktionsgleichung von HRID 1978026
[CH2:1]([N:8]1[C:12]([CH3:14])([CH3:13])[C:11](=[O:15])[N:10](CC2C=CC(OC)=CC=2)[C:9]1=[O:25])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N+]([O-])([O-])=O.[Ce].[NH4+]>C(#N)C.O.C(OCC)(=O)C>[CH2:1]([N:8]1[C:12]([CH3:14])([CH3:13])[C:11](=[O:15])[NH:10][C:9]1=[O:25])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

6

Edukt 2

HCID 217000233-Benzyl-1-(4'-methoxybenzyl)-2,5-dioxo-4,4-dimethylimidazolidineHCID 57418452Ammonium cerium-nitrate

Produkt 1

HCID 46019883-Benzyl-2,5-dioxo-4,4-dimethylimidazolidineAusbeute 63 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6342AcetonitrileLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

A solution of 3-benzyl-1-(4′-methoxybenzyl)-2,5-dioxo-4,4-dimethylimidazolidine (3.9 g, 11.54 mmol) in acetonitrile (100 mL) was treated with a solution of ammonium cerium nitrate (31 g, 57.7 mmol) in 65 mL of water, stirred at 25° C. for 15 minutes, then diluted with ethyl acetate and partitioned between ethyl acetate and brine. The organic layer was dried, filtered, and concentrated. Purification by recrystalization with ethyl acetate/hexane provided 1.58 g (7.25 mmol, 63%) of the desired product as white solid.

Aufarbeitung

  1. custompartitioned between ethyl acetate and brine
  2. customThe organic layer was dried
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customPurification
  6. customby recrystalization with ethyl acetate/hexane

Quellen und Nachweise

ORD-Eintrag
ord-fae5a3e119b24dd999adacb62565b9ba
Quelldatensatz
uspto-grants-2001_05
Patentnummer
US06235786B1

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