Engineering and Technology Quarterly Reviews
ISSN 2622-9374
Published: 09 December 2022
Synthesis and Characterization of Benzofuranone and its Derivatives
Mohammad Ali Nasiri, Abdulraouf Rashid, Bonyad Ali Moin, Azizullah Yosufi, Ismael Ahmadi, Mohammad Haidar Mosavi
Bamyan University (Afghanistan), Kabul Education University (Afghanistan)
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10.5281/zenodo.7415309
Pages: 58-64
Keywords: Salicylaldehyde, TLC, DCM, Mobile Phase, Anhydrous Sodium Sulfate and Reflux
Abstract
In this experiment a mixture of salicylaldehyde (2 mmol), 4-chlorophenacyl bromide (2 mmol) and potassium tertiary butoxid (T-BuOK) (2mmol) in 10ml of Dichlorometane (DCM), containing molecular sieves was reflexed at 30C^°for 3 hours. Progress of the reaction was monitored by Thin layer chromatography (TLC) using hexane: ethyl acetate (8:2) mixture as mobile phase. After the completion of the reaction, the reaction mixture was washed with 10 % HCl solution followed by water. The organics were dried over anhydrous sodium sulfate. The yellow solid was obtained disolventizing in a rotary evaporator at room temperature affords benzofuran-2-yl (4-chlorophenyl) methanone. Benzofuranone (0.60 ml, 5 mmol) with substituted anilines (5 mmol) in round bottom flasks was refluxed in 15 ml methanol at 40C^° for 3 hours in the presence of 1.5 ml glacial acetic acid. In each case, the precipitated base was filtered off, recrystallized from absolute ethanol and dried in vacuum desiccators. The (Z)-N-(benzofuran-2-yl (4-chlorophenyl) methylene) aniline was obtained.
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