Triacetoxyperiodinane → [3-(2-Oxo-1,3-oxazolidin-3-yl)phenyl]acetaldehyde

HRID 734578Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 734578
CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C1=CC=CC=2)=O.[OH:23][CH2:24][CH2:25][C:26]1[CH:27]=[C:28]([N:32]2[CH2:36][CH2:35][O:34][C:33]2=[O:37])[CH:29]=[CH:30][CH:31]=1>ClCCl>[O:37]=[C:33]1[N:32]([C:28]2[CH:27]=[C:26]([CH2:25][CH:24]=[O:23])[CH:31]=[CH:30][CH:29]=2)[CH2:36][CH2:35][O:34]1

Komponenten

4

Edukt 2

HCID 159087TriacetoxyperiodinaneHCID 542438113-[3-(2-Hydroxyethyl)phenyl]-1,3-oxazolidin-2-one

Produkt 1

HCID 57444342[3-(2-Oxo-1,3-oxazolidin-3-yl)phenyl]acetaldehydeAusbeute 89 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

1,1,1-Tris(acetyloxy)-1,1-dihydro-1,2-benziodoxol-3(1H)-one (Dess-Martin periodinane, 709 mg, 1.67 mmol) was added to a solution of 3-[3-(2-hydroxyethyl)phenyl]-1,3-oxazolidin-2-one (315 mg, 1.52 mmol) in dichloromethane (10 mL). The mixture was stirred at room temperature for 30 min, then washed with aqueous sodium hydroxide solution (1M, 10 mL). The separated organic layer the latter was dried over magnesium sulfate and concentrated under reduced pressure affording the title compound in 89% yield (278 mg). The compound was used without further purification in the next step.

Aufarbeitung

  1. washwashed with aqueous sodium hydroxide solution (1M, 10 mL)
  2. dry with materialThe separated organic layer the latter was dried over magnesium sulfate
  3. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-fa74891301dc45f0a4299a7a77f3e6de
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07592346B2

Notizen zur Reaktion

Wird geladen…