Iodoethane → 3-Ethoxy-2-methyl-4H-pyran-4-one

HRID 912653Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 912653
[OH:1][C:2]1[C:7](=[O:8])[CH:6]=[CH:5][O:4][C:3]=1[CH3:9].[OH-].[Na+].[CH2:12](I)[CH3:13]>CO.O>[CH2:12]([O:1][C:2]1[C:7](=[O:8])[CH:6]=[CH:5][O:4][C:3]=1[CH3:9])[CH3:13]

Komponenten

6

Edukt 3

HCID 6340IodoethaneHCID 8369MaltolHCID 14798Sodium Hydroxide

Produkt 1

HCID 98340133-Ethoxy-2-methyl-4H-pyran-4-oneAusbeute 71,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

3-Hydroxy-2-methyl-4-pyrone (10 g, 79.4 mmol) was dissolved in methanol (10 mL) and sodium hydroxide (3.49 g, 87.3 mmol) in water (8 mL) was added, followed by ethyl iodide (6.97 mL, 87.3 mmol). The reaction mixture was stirred under reflux overnight. The reaction mixture was then partitioned between water (50 mL) and CH2Cl2 (100 mL). The organic phase was washed with sodium hydroxide (5%, aq.), water, dried (MgSO4) and evaporated to give the title product (8.7 g, 71%) as a solid. The crude product was used in the next step without further purification.

Aufarbeitung

  1. temperatureunder reflux overnight
  2. customThe reaction mixture was then partitioned between water (50 mL) and CH2Cl2 (100 mL)
  3. washThe organic phase was washed with sodium hydroxide (5%, aq.), water
  4. dry with materialdried (MgSO4)
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-eb17e2879cbb458f92d7c828803f90e4
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08026244B2

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