Propanal → HCID 5370537, compound

HRID 883805Notes

Reaction equation

HRID 883805 reaction equation
[CH:1](=[O:4])[CH2:2][CH3:3].[N+:5]([C:8]1[CH:15]=[CH:14][C:11]([CH:12]=O)=[CH:10][CH:9]=1)([O-:7])=[O:6].[OH-].[Na+]>C(O)C>[CH3:3]/[C:2](=[CH:12]\[C:11]1[CH:14]=[CH:15][C:8]([N+:5]([O-:7])=[O:6])=[CH:9][CH:10]=1)/[CH:1]=[O:4]

Participants

5

Reactant 3

HCID 527PropanalHCID 5414-NitrobenzaldehydeHCID 14798Sodium Hydroxide

Product 1

HCID 5370537HCID 5370537, compoundYield 78.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Propionaldehyde (14.3 ml, 11.5 g, 0.20 mol) was added to a solution of 4-nitro benzaldehyde (20.0 g, 0.13 mol) in 50% aqueous ethanol (300 ml). An aqueous solution of 1M sodium hydroxide (36 ml, 0.04 mol) was then added dropwise, with stirring, at room temperature. After stirring for 1.5 h the precipitated solid was collected by filtration and recrystallised from aqueous ethanol to give 19.4 g (77%) of the product as a yellow solid, mp 112-114° C.

Workup

  1. stirringAfter stirring for 1.5 h the precipitated solid
  2. filtrationwas collected by filtration
  3. customrecrystallised from aqueous ethanol

Sources & evidence

ORD record
ord-873617f7f987462bbd8affae0078402d
Source dataset
uspto-grants-2012_08
Patent number
US08236985B2

Reaction notes

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