Réaction #554576

ord-f449e4c204ec4e6eabe8d32eef31fda8

Équation de réaction

O=CC=Cc1ccccc1
cinnamaldehyde
CCCCC=O
valeraldehyde
[Na+].[OH-]
NaOH
CCCC(C=O)=CC=Cc1ccccc1
2-n-Propyl-5-phenylpenta-2,4-dienal
Rendement 68.0%

Réactifs

Aucun

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.ADDITIONAfter the addition
  2. 2
    LavageThe reaction mixture was washed with water
  3. 3
    Autrethe solvent removed
  4. 4
    workup.DISTILLATIONthe resulting product distilled

Mode opératoire

A mixture of cinnamaldehyde (400 g) and valeraldehyde (300 g) was added to a solution of 52 g of NaOH in 1950 g methanol over a period of 2 hours. After the addition is completed, stirring was continued for another 2 hours. The reaction mixture was washed with water, the solvent removed and the resulting product distilled. 412 g 2-n-Propyl-5-phenylpenta-2,4-dienal were obtained as a yellowish oil (content 90%; 60% theoretical yield).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08623340B2uspto-grants-2014_01