Reaktion #1068357

Reaktionsgleichung

aluminum hydroxide

cinnamonitrile

diisobutylaluminum hydride

hydrochloric acid

→

cinnamaldehyde

Ausbeute 63.6%

Lösungsmittel

tetrahydrofuran

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas then added
2. 2
   Sonstigeformed
3. 3
   Sonstigethe organic layer was collected
4. 4
   Sonstigedried
5. 5
   workup.DISTILLATIONDistillation of the dried solution under reduced pressure

Vorschrift

To a solution of 8 g cinnamonitrile in 100 ml tetrahydrofuran, was added dropwise 50 ml of a 1.5M toluene solution of diisobutylaluminum hydride with ice cooling, and the resulting mixture was stirred at room temperature for two hours. The reaction mixture was slowly poured to 200 ml ice water, hydrochloric acid was then added to dissolve the aluminum hydroxide formed, and the organic layer was collected and dried. Distillation of the dried solution under reduced pressure gave 5.2 g (yield: 63.6%) of cinnamaldehyde.

Quelle