Potassium Cyanide → 5-chloro-1-(cyanomethyl)-6-methoxy-2,3-dihydro-1H-indene-1-carbonitrile

HRID 1661056Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1661056
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[O:11][CH3:12])/[C:7](=[C:13](\[C:19]#[N:20])/C(OCC)=O)/[CH2:6][CH2:5]2.[C-:21]#[N:22].[K+]>C(O)C.O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[O:11][CH3:12])[C:7]([CH2:13][C:19]#[N:20])([C:21]#[N:22])[CH2:6][CH2:5]2

Komponenten

5

Edukt 2

HCID 9032Potassium CyanideHCID 68217647HCID 68217647, Verbindung

Produkt 1

HCID 674292935-chloro-1-(cyanomethyl)-6-methoxy-2,3-dihydro-1H-indene-1-carbonitrileAusbeute 16 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
67.5 °C

Versuchsvorschrift

To a solution of (E)-ethyl 2-(5-chloro-6-methoxy-2,3-dihydro-1H-inden-1-ylidene)-2-cyanoacetate (Prep16, 6.02 g, 24.4 mmol) in ethanol (25 ml) was added a solution of KCN (3.61 g, 60 mmol) in water. The mixture was stirred for one day at 65-70° C. Water was added and extracted with ethyl acetate twice. The organic phases were combined and dried over anhydrous Na2SO4, concentrated and purified by FC to afford the title compound (800 mg, y=16%).

Aufarbeitung

  1. extractionextracted with ethyl acetate twice
  2. dry with materialdried over anhydrous Na2SO4
  3. concentrationconcentrated
  4. custompurified by FC

Quellen und Nachweise

ORD-Eintrag
ord-3a67432d36d3459796066ccb5ea4e697
Quelldatensatz
uspto-grants-2011_10
Patentnummer
US08030322B2

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