Reaction #554576

Reaction equation

cinnamaldehyde

valeraldehyde

NaOH

→

2-n-Propyl-5-phenylpenta-2,4-dienal

Yield 68.0%

Solvents

methanol

Conditions

Workup

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

Procedure

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