Ethanol → (+-)-Ethyl-4-(hydroxymethyl)-2-oxazolidinone

HRID 852

Reaktionsgleichung

Reaktionsgleichung von HRID 852
[NH2:1][C:2](CC)([CH2:5][OH:6])[CH2:3][OH:4].[C:9](=O)(OCC)[O:10]CC.[CH3:17][CH2:18]O>C[O-].[Na+]>[CH2:17]([N:1]1[CH:2]([CH2:3][OH:4])[CH2:5][O:6][C:9]1=[O:10])[CH3:18]

Komponenten

5

Edukt 3

HCID 702EthanolHCID 7766Diethyl CarbonateHCID 82822-Amino-2-ethyl-1,3-propanediol

Produkt 1

HCID 19694098(+-)-Ethyl-4-(hydroxymethyl)-2-oxazolidinone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 10942334Sodium MethoxideKatalysator

Versuchsvorschrift

Sodium methoxide (2.2 g, Aldrich) was added to a solution of 2-amino-2-ethyl-1,3-propanediol (100.0 g, Aldrich) and diethyl carbonate (169.0 g, Aldrich) This solution was refluxed in a Dean Stark apparatus until no more EtOH was collected. The reaction mixture was cooled, added acetone (200 ml) and allowed to stand overnite at room temperature. The resulting suspension was filtered to give 81.0 g of the desired product as a beige solid. 1H NMR consistent with the proposed structure.

Aufarbeitung

  1. customwas collected
  2. temperatureThe reaction mixture was cooled
  3. additionadded acetone (200 ml)
  4. customto stand overnite at room temperature
  5. filtrationThe resulting suspension was filtered

Quellen und Nachweise

ORD-Eintrag
ord-70a686d8594848a0be625406e5a5cefa
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05723458

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