4-Methylanisole → 4-Methoxybenzaldehyde

HRID 379360Notes

Reaction equation

[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][CH:3]=1.[OH:10]N1C2C=CC=CC=2N=N1>>[CH3:9][O:8][C:5]1[CH:6]=[CH:7][C:2]([CH:1]=[O:10])=[CH:3][CH:4]=1

Participants

Reactant 2

HCID 77314-Methylanisole

HCID 757711-Hydroxybenzotriazole

Product 1

HCID 312444-MethoxybenzaldehydeYield 48%

Procedure

195 mg (1.60 mmol) of 4-methylanisole were reacted analogously to Example 1 in the presence of 24.3 mg (0.180 mmol) of 1-hydroxy-1H-benzotriazole. After a reaction time of 22 hours, the reaction solution was extracted with chloroform and examined by NMR spectroscopy. Yield 48% of 4-methoxybenzaldehyde (approx. 90%, based on conversion).

Workup

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

Sources & evidence

ORD record: ord-e0049aeaf5f94219902c71b51793e16f
Source dataset: uspto-grants-2001_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06297403B1

Reaction notes

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