Sodium Persulfate → m-Formylbenzonitrile

HRID 1385565Notes

Reaction equation

HRID 1385565 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH2:6]N)#[N:2].S(OOS([O-])(=O)=O)([O-])(=O)=[O:12].[Na+].[Na+].C(=O)(O)[O-].[Na+]>O>[C:1]([C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH:6]=[O:12])#[N:2]

Participants

5

Reactant 3

HCID 62655Sodium PersulfateHCID 457594Benzonitrile, 3-(aminomethyl)-HCID 516892Sodium Bicarbonate

Product 1

HCID 90670m-FormylbenzonitrileYield 51.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

13.2 g of m-cyanobenzylamine, 23.8 g of sodium persulfate and 200 ml of water were mixed and allowed to react at 70° C. for 2 hours while stirring. After cooling the reaction mixture to room temperature, sodium bicarbonate was added to render the solution weakly alkaline. The solution was subjected to separation, column chromatography, and crystallization operations in the same manner as in Example 19 to obtain 6.7 g (yield: 51%) of m-cyanobenzaldehyde. The purity was 98%.

Workup

  1. customto react at 70° C. for 2 hours
  2. customThe solution was subjected to separation, column chromatography, and crystallization operations in the same manner as in Example 19

Sources & evidence

ORD record
ord-0d19f77c7939407d9aebafce69c2c6e6
Source dataset
uspto-grants-2001_07
Patent number
US06262292B1

Reaction notes

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