Diethyl Carbonate → 4-Ethyl-4-hydroxymethyl-2-oxazolidinone

HRID 398813

Reaktionsgleichung

Reaktionsgleichung von HRID 398813
[NH2:1][C:2]([CH2:7][CH3:8])([CH2:5][OH:6])[CH2:3][OH:4].[C:9](=O)(OCC)[O:10]CC>C[O-].[Na+].CCO>[CH2:7]([C:2]1([CH2:5][OH:6])[CH2:3][O:4][C:9](=[O:10])[NH:1]1)[CH3:8]

Komponenten

5

Edukt 2

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

Produkt 1

HCID 112635594-Ethyl-4-hydroxymethyl-2-oxazolidinoneAusbeute 66,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 10942334Sodium MethoxideKatalysatorHCID 702EthanolLösungsmittel

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-58e4b581318740f5b42cfeb857ddca99
Quelldatensatz
uspto-grants-1998_10
Patentnummer
US05817652

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