3-Phenylprop-2-Enal → HCID 75153364, compound

HRID 467394Notes

Reaction equation

HRID 467394 reaction equation
[CH:1](=O)[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH:11](=[O:16])[CH2:12][CH2:13][CH2:14][CH3:15].[OH-].[Na+]>CO>[CH2:13]([C:12](=[CH:1][CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[CH:11]=[O:16])[CH2:14][CH3:15]

Participants

5

Reactant 3

HCID 3073-Phenylprop-2-EnalHCID 8063PentanalHCID 14798Sodium Hydroxide

Product 1

HCID 75153364HCID 75153364, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

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).

Workup

  1. additionAfter the addition
  2. washThe reaction mixture was washed with water
  3. customthe solvent removed
  4. distillationthe resulting product distilled

Sources & evidence

ORD record
ord-f449e4c204ec4e6eabe8d32eef31fda8
Source dataset
uspto-grants-2014_01
Patent number
US08623340B2

Reaction notes

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