Sulfuric Acid → 4-Cyanobenzaldehyde

HRID 1385549Notes

Reaction equation

HRID 1385549 reaction equation
[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH2:7]N)=[CH:5][CH:4]=1)#[N:2].[Mn]([O-])(=O)(=O)=[O:12].[K+].S(=O)(=O)(O)O>O>[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[O:12])=[CH:5][CH:4]=1)#[N:2]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 826084-(Aminomethyl)benzonitrileHCID 516875Potassium Permanganate

Product 1

HCID 660424-CyanobenzaldehydeYield 26%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

13.2 g of p-cyanobenzylamine was added dropwise to 200 ml of water and 15.8 g of potassium permanganate with vigorous stirring at room temperature over 20 minutes. The mixture was adjusted to pH 1 by sulfuric acid and stirred at room temperature for 5 hours. The p-cyanobenzaldehyde obtained had a yield of 26% (on a basis of cyanobenzylamine compound, hereafter the same) determined by the analysis of high performance liquid chromatography.

Workup

  1. stirringstirred at room temperature for 5 hours

Sources & evidence

ORD record
ord-0313cebb79a84fbda1ca0e79305e6fd5
Source dataset
uspto-grants-2001_07
Patent number
US06262292B1

Reaction notes

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