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

HRID 1638509

Reaktionsgleichung

Reaktionsgleichung von HRID 1638509
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)-dicarbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

According to Flowchart B dichloroethyl ether (7) and malononitrile (8) are reacted with potassium carbonate in acetonitrile at reflux, giving tetrahydro-4H-pyran-4,4-dicarbonitrile (9) which is then reacted with 1N borane in tetrahydrofuran followed by treatment with hydrochloric acid, giving tetrahydro-4H-pyran-4,4-dimethanamine dihydrochloride (10) which is then reacted with sodium acetate and potassium tetrachloroplatinate in water, giving the product (11). ##STR7## In Flowchart C, compound 13 is derived by treating 12 with chlorine gas in dilute hydrochloric acid. ##STR8## In Flowchart D, compound 15 is derived by treating 14 with hydrogen peroxide.

Aufarbeitung

  1. temperatureat reflux

Quellen und Nachweise

ORD-Eintrag
ord-ffde2efc1cad455591c1cdd698b05fa3
Quelldatensatz
uspto-grants-1989_11
Patentnummer
US04880790

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