Iodoethane → 4-Hydroxy-2,2-dimethylbutyric acid ethyl ester

HRID 409479

Reaktionsgleichung

Reaktionsgleichung von HRID 409479
[OH:1][CH2:2][CH2:3][C:4]([CH3:9])([CH3:8])[C:5]([O-:7])=[O:6].[K+].[CH2:11](I)[CH3:12]>CN(C=O)C>[CH2:11]([O:6][C:5](=[O:7])[C:4]([CH3:9])([CH3:8])[CH2:3][CH2:2][OH:1])[CH3:12]

Komponenten

4

Edukt 2

HCID 6340IodoethaneHCID 23712640Potassium 4-hydroxy-2,2-dimethylbutyrate

Produkt 1

HCID 596143744-Hydroxy-2,2-dimethylbutyric acid ethyl esterAusbeute 169 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of potassium 4-hydroxy-2,2-dimethylbutyrate (1.92 mmol; 327 mg) in DMF (6 mL) is added ethyl iodide (2.30 mmol; 359 mg). The reaction mixture is stirred for 2 hours, and quenched with saturated ammonium chloride solution. The product is extracted three times with EtOAc. The combined organic layer is washed with aqueous 0.1 M HCl then brine, dried over Na2SO4, filtered, concentrated under reduced pressure to give 4-Hydroxy-2,2-dimethylbutyric acid ethyl ester (520 mg) contaminated with DMF.

Aufarbeitung

  1. customquenched with saturated ammonium chloride solution
  2. extractionThe product is extracted three times with EtOAc
  3. washThe combined organic layer is washed with aqueous 0.1 M HCl
  4. dry with materialbrine, dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-de5cbd37edc14a33bced3ed4b90033ff
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08759365B2

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