Dimethylformamide → Methyl 5-oxohexanoate

HRID 917402

Reaktionsgleichung

Reaktionsgleichung von HRID 917402
CN(C)[CH:3]=[O:4].[O:6]=[C:7]([CH3:14])[CH2:8][CH2:9][CH2:10][C:11](O)=[O:12].C(=O)([O-])[O-].[K+].[K+].CI>O>[O:6]=[C:7]([CH3:14])[CH2:8][CH2:9][CH2:10][C:11]([O:4][CH3:3])=[O:12]

Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 184074-Acetylbutyric acid

Produkt 1

HCID 84129Methyl 5-oxohexanoateAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To 80 ml of N,N-dimethylformamide, 25 g (0.19 mol) of 5-oxohexanoic acid and 43 g (0.31 mol) of potassium carbonate were dissolved and heated at 50° C., followed by drop-wisely adding 41 g (0.29 mol) of methyl iodide and stirring at the same temperature for 2 hours. To this mixture, 150 ml of water was added, followed by extracting with diethyl ether (200 ml×4). The organic layer was washed with a saturated saline solution, followed by drying over anhydrous magnesium sulfate and concentrating under reduced pressure to obtain 24.9 g (yield: 90%) of methyl 5-oxohexanoate.

Aufarbeitung

  1. extractionby extracting with diethyl ether (200 ml×4)
  2. washThe organic layer was washed with a saturated saline solution
  3. dry with materialby drying over anhydrous magnesium sulfate
  4. concentrationconcentrating under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-bad5e512292141079f15f63ff88e8288
Quelldatensatz
uspto-grants-2007_09
Patentnummer
US07273878B2

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