1,1'-Carbonyldiimidazole → 3-[2-(4-Nitro-phenyl)-ethyl]-oxazolidin-2-one

HRID 241746Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 241746
C1N=CN([C:6](N2C=NC=C2)=[O:7])C=1.[N+:13]([C:16]1[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][NH:24][CH2:25][CH2:26][OH:27])=[CH:18][CH:17]=1)([O-:15])=[O:14]>CN(C1C=CN=CC=1)C.C(Cl)Cl>[N+:13]([C:16]1[CH:17]=[CH:18][C:19]([CH2:22][CH2:23][N:24]2[CH2:25][CH2:26][O:27][C:6]2=[O:7])=[CH:20][CH:21]=1)([O-:15])=[O:14]

Komponenten

5

Edukt 2

HCID 682631,1'-CarbonyldiimidazoleHCID 227227442-[2-(4-Nitro-phenyl)-ethylamino]-ethanol

Produkt 1

HCID 107761683-[2-(4-Nitro-phenyl)-ethyl]-oxazolidin-2-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

CDI (89 mmoles) is added to a solution of the compound obtained in Step A (44.5 mmoles) and DMAP (44.5 mmoles) in DCM (250 ml). After stirring for 4 hours at ambient temperature, the reaction mixture is diluted with 300 ml of DCM and then washed with 2M HCl solution (5×200 ml). The organic phase is dried over magnesium sulphate, filtered and evaporated to dryness to yield the title product in the form of an orange solid, which is used directly in the next Step.

Aufarbeitung

  1. washwashed with 2M HCl solution (5×200 ml)
  2. dry with materialThe organic phase is dried over magnesium sulphate
  3. filtrationfiltered
  4. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-fda4914ea9e44776990c417581b556d8
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08653073B2

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