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Acetonitrile → Pentanenitrile, 4,4-dimethyl-3-oxo-

HRID 462364
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 462364
[H-].[Na+].[CH3:3][C:4]([CH3:10])([CH3:9])[C:5](OC)=[O:6].[C:11](#[N:13])[CH3:12]>O1CCCC1.O>[C:4]([C:5]([CH2:12][C:11]#[N:13])=[O:6])([CH3:10])([CH3:9])[CH3:3]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 6342AcetonitrileHCID 24758Sodium hydrideHCID 69027Methyl pivalate

Produkt 1

HCID 108871Pentanenitrile, 4,4-dimethyl-3-oxo-Ausbeute 56 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028Tetrahydrofuran
Lösungsmittel

Versuchsvorschrift

A suspension of 9.6 g of sodium hydride in 300 ml of tetrahydrofuran was stirred at 60° C. while a mixture of 23.2 g of methyl trimethylacetate and 8.2 g of acetonitrile was added in one portion. The reaction mixture was heated at reflux for five hours, and then cooled to room temperature and concentrated by evaporation of the solvent under reduced pressure. The product thus formed was dissolved in water and washed with dichloromethane. The aqueous layer was made acidic with 1N hydrochloric acid, and the acidic solution was extracted with fresh dichloromethane. The organic extracts were combined, washed with water, dried, and the solvent was removed by evaporation to give 14.0 g of cyanomethyl tert.-butyl ketone.

Aufarbeitung

  1. additionwas added in one portion
  2. temperatureThe reaction mixture was heated
  3. temperatureat reflux for five hours
  4. concentrationconcentrated by evaporation of the solvent under reduced pressure
  5. customThe product thus formed
  6. washwashed with dichloromethane
  7. extractionthe acidic solution was extracted with fresh dichloromethane
  8. washwashed with water
  9. customdried
  10. customthe solvent was removed by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-97f9bd8b64324572b8f8b9a98dd28dee
Quelldatensatz
uspto-grants-1985_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04515625

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