ChemicalBook CAS DataBase List 4-ETHOXYBENZONITRILE

4-ETHOXYBENZONITRILE synthesis

15synthesis methods

Product Name:4-ETHOXYBENZONITRILE
CAS Number:25117-74-2
Molecular formula:C9H9NO
Molecular Weight:147.17

64-17-5 Synthesis

64-17-5
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$10.00/50g

619-72-7 Synthesis

619-72-7
344 suppliers
$11.00/1g

25117-74-2
119 suppliers
$13.00/1g

Yield: 97%

Reaction Conditions:

with water;sodium hydroxide in N,N-dimethyl-formamide at 25; for 0.166667 h;Irradiation;Reagent/catalyst;Solvent;Temperature;

Steps:

Typical procedure for the denitrative etherification of 4-nitrobenzonitrile with ethanol
General procedure: A mixture of 4-nitrobenzonitrile (0.5 mmol), NaOH (4 mmol), and absolute ethanol (2 mmol) were mixed in DMF (3 mL) under white LED irradiation in air atmosphere at 25 °C. The progress of reaction was monitored by thin layer chromatography (TLC). After the completion of reaction, the product was extracted with ethyl acetate/water. The solvent was evaporated leaving the crude product, which was purified by column chromatography over silica gelusing n-hexane/ethyl acetate (8:2) as the eluent. 4-Ethoxybenzonitrile (3a): 24 Yellow solid; 1H NMR(300 MHz, CDCl3) δ; 1.48 (t, J = 7.0 Hz, 3 H), 4.11 (q,J = 7.0 Hz, 2 H), 6.96 (dd, J = 7.0 Hz, J = 1.9 Hz, 2 H), 7.61 (dd,J = 6.9 Hz, J = 2.0 Hz, 2 H); 13C NMR (75 MHz, CDCl3) δ;29.73, 63.94, 103.76, 115.16, 119.31, 133.99, 162.28.

References:

Soltani, Roghaye;Abdollahi, Fatemeh;Ghaderi, Arash [Journal of Chemical Research,2021,vol. 45,# 1-2,p. 56 - 59]