2-Thiophenecarboxaldehyde → Thien-2-yl-hydroxyacetonitrile

HRID 485615

Reaktionsgleichung

Reaktionsgleichung von HRID 485615
[CH:1]([C:3]1[S:4][CH:5]=[CH:6][CH:7]=1)=[O:2].[C-:8]#[N:9].[Na+].[O-]S([O-])=O.[Na+]>O>[S:4]1[CH:5]=[CH:6][CH:7]=[C:3]1[CH:1]([OH:2])[C:8]#[N:9]

Komponenten

5

Edukt 3

HCID 73642-ThiophenecarboxaldehydeHCID 8929Sodium CyanideHCID 6399220CID 63992202×

Produkt 1

HCID 11469116Thien-2-yl-hydroxyacetonitrileAusbeute 59,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

In this example 25.0 g of 2-formylthiophene was added to a stirred solution containing 10.93 g of sodium cyanide in 37 ml of water at room temperature. 63 ml of aqueous saturated sodium acid sulfite was then slowly added to the stirred mixture. During the addition of the sodium acid sulfite solution, small amounts (about 20 g) of ice were periodically added. The mixture was then stirred for another 15 minutes and extracted with ethyl ether. The ethyl ether extracts were combined, dried over magnesium sulfate and evaporated under vacuum affording 18.4 g of the title compound.

Aufarbeitung

  1. additionwere periodically added
  2. extractionextracted with ethyl ether
  3. dry with materialdried over magnesium sulfate
  4. customevaporated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-dc8afed6f1e6470da0a6400d0a8f8159
Quelldatensatz
uspto-grants-1985_08
Patentnummer
US04537623

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