4-Methylanisole → 4-Methoxybenzaldehyde

HRID 379359Notes

Reaction equation

HRID 379359 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][CH:3]=1.NC1C=CC=C2C(N(O)C(=O)C=12)=[O:15]>>[CH3:9][O:8][C:5]1[CH:6]=[CH:7][C:2]([CH:1]=[O:15])=[CH:3][CH:4]=1

Participants

3

Reactant 2

HCID 77314-MethylanisoleHCID 108884723-amino-N-hydroxyphthalimide

Product 1

HCID 312444-MethoxybenzaldehydeYield 61%

Procedure

195 mg (1.60 mmol) of 4-methylanisole were reacted analogously to Example 1 in the presence of 32.1 mg (0.180 mmol) of 3-amino-N-hydroxyphthalimide. After a reaction time of 22 hours, the reaction solution was extracted with chloroform and examined by NMR spectroscopy and gas chromatography. Yield 61% of 4-methoxybenzaldehyde (approx. 90%, based on conversion).

Workup

  1. extractionAfter a reaction time of 22 hours, the reaction solution was extracted with chloroform

Sources & evidence

ORD record
ord-b5f7945fcb814864a875458d245f94a6
Source dataset
uspto-grants-2001_10
Patent number
US06297403B1

Reaction notes

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