ChemicalBook CAS DataBase List 4-Hydroxy-3-methoxybenzonitrile

4-Hydroxy-3-methoxybenzonitrile synthesis

9synthesis methods

Product Name:4-Hydroxy-3-methoxybenzonitrile
CAS Number:4421-08-3
Molecular formula:C8H7NO2
Molecular Weight:149.15

121-33-5 Synthesis

121-33-5
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4421-08-3
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Yield:4421-08-3 99%

Reaction Conditions:

with phenoxyamine hydrochloride in methanol;aq. phosphate buffer;water-d2; pH=6.5 at 60; for 8 h;

Steps:

1.1.17 General procedure for the formation of nitriles
General procedure: To a 7mL vial, aldehyde (1 equiv) and O-phenylhydroxylamine hydrochloride (H₂NOPh) (1.2 equiv) were dissolved in 4:1 of methanol:0.5M sodium phosphate pH 6.5 to the final concentration of 0.1M. The reaction was stirred at 60°C until the changes of starting materials could not be observed (monitored by TLC). Then, the reaction mixture was cooled to room temperature and extracted with 3mL CH₂Cl₂ a total of 5 times. The combined organic layer was dried over Na₂SO₄ and concentrated by rotary evaporator. The crude product was purified by silica column chromatography.

References:

Brichacek, Matthew;Cheewawisuttichai, Thamrongsak;Hurst, Robert D. [Carbohydrate Research,2021,vol. 502,art. no. 108282]

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2874-33-1 Synthesis