4-Methylanisole → 4-Methoxybenzaldehyde

HRID 1759289Notes

Reaction equation

HRID 1759289 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][CH:3]=1.[N+]([O-])([O-])=[O:11].[Ce+4].[NH4+].[N+]([O-])([O-])=O.[N+]([O-])([O-])=O.[N+]([O-])([O-])=O.[N+]([O-])([O-])=O>O>[CH3:9][O:8][C:5]1[CH:6]=[CH:7][C:2]([CH:1]=[O:11])=[CH:3][CH:4]=1

Participants

4

Reactant 2

HCID 77314-MethylanisoleHCID 9869224Ammonium cerium (IV) nitrate

Product 1

HCID 312444-MethoxybenzaldehydeYield 20%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Into a reactor are placed 1.22 g of p-methyl anisole and 23.0 g of ammonium cerium(IV) nitrate, and 150 ml of water is further placed into the reactor. The mixture is stirred at room temperature for 6 hours. The same extraction and purification steps as in Example 1 are performed for the reaction mixture, affording anisaldehyde in a yield of 20% and a large amount of tar-like compound of unidentified structure.

Workup

  1. customInto a reactor are placed
  2. extractionThe same extraction and purification steps as in Example 1

Sources & evidence

ORD record
ord-d70d690ea2f04de6abaf8b7b6910cfd5
Source dataset
uspto-grants-1982_07
Patent number
US04339607

Reaction notes

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