Malononitrile → Dihydro-2H-pyran-4,4(3H)-dicarbonitrile

HRID 1383086

Reaktionsgleichung

Reaktionsgleichung von HRID 1383086
Cl[CH:2](Cl)[CH2:3][O:4][CH2:5][CH:6](Cl)Cl.[C:10](#[N:14])[CH2:11][C:12]#[N:13].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[O:4]1[CH2:5][CH2:6][C:11]([C:10]#[N:14])([C:12]#[N:13])[CH2:2][CH2:3]1

Komponenten

5

Edukt 3

HCID 8010MalononitrileHCID 11430Potassium CarbonateHCID 623831,1'-Oxybis(2,2-dichloroethane)

Produkt 1

HCID 14537194Dihydro-2H-pyran-4,4(3H)-dicarbonitrileAusbeute 51,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A mixture of 28.6 g of dichloroethyl ether, 13.2 g of malononitrile, 55.28 g of potassium carbonate and 800 ml of acetonitrile was refluxed on a steam bath for 24 hours, then filtered while hot. The filtrate was evaporated and the residue crystallized, with charcoal treatment, from 100 ml of ethanol, giving 9.5 g of tetrahydro-4H-pyran-4,4-dicarbonitrile as colorless plates, mp 110°-112° C.

Aufarbeitung

  1. temperaturewas refluxed on a steam bath for 24 hours
  2. filtrationfiltered while hot
  3. customThe filtrate was evaporated
  4. customthe residue crystallized, with charcoal treatment, from 100 ml of ethanol

Quellen und Nachweise

ORD-Eintrag
ord-773cb73f367248b0b3b608915b8a60dd
Quelldatensatz
uspto-grants-1989_02
Patentnummer
US04808730

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