Regioselective Synthesis of Dihydrobenzofuro[2, 3-b]benzofuran by Reaction of Phenols with Glyoxal Using a Brø nsted Acidic Ionic Liquid

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Niroomand Sahar; BEHMADI HOSSEIN; Pordel Mehdi; Allameh Sadegh

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Journal: Nashrieh Shimi va Mohandesi Shimi Iran Year:2019 | Volume:38 | Issue:2 (92) Page(s): 107-114

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Information Journal Paper

Title

Regioselective Synthesis of Dihydrobenzofuro[2, 3-b]benzofuran by Reaction of Phenols with Glyoxal Using a Brø nsted Acidic Ionic Liquid

Author(s)

Niroomand Sahar | BEHMADI HOSSEIN | Pordel Mehdi | Allameh Sadegh | Issue Writer Certificate

Keywords

Regioselective SynthesisQ1

5aQ1

10b-Dihydrobenzofuro[2Q1

3-b]benzofuranQ1

Ionic LiquidQ1

PhenolsQ1

GlyoxalQ1

Abstract

The reaction of 2-naphthol and p-substituted phenols with glyoxal in presence of 1-(4-sulfonylbutyl) pyridinium hydrogensulfate[Py-(CH2)4SO3H][HSO4], a Brø nsted acidic ionic liquid, as a green catalyst was studied. The effects of solvent, amount of catalyst, temperature, and time on the yield of the reaction was investigated. It was found, that the use of 5% mol ratio of catalyst (mol percentage of IL to glyoxal) at 80 ° C in solvent-free condition gave good yield (80%). The products were characterized based on FT-IR, 1H-NMR, 13C-NMR spectra, and comparison of melting point with an authentic sample. The NMR spectra indicated that the compounds had the acetal structure, nor ether.

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APA: Copy

Niroomand, Sahar, BEHMADI, HOSSEIN, Pordel, Mehdi, & Allameh, Sadegh. (2019). Regioselective Synthesis of Dihydrobenzofuro[2, 3-b]benzofuran by Reaction of Phenols with Glyoxal Using a Brø nsted Acidic Ionic Liquid. NASHRIEH SHIMI VA MOHANDESI SHIMI IRAN (PERSIAN), 38(2 (92) ), 107-114. SID. https://sid.ir/paper/392155/en

Vancouver: Copy

Niroomand Sahar, BEHMADI HOSSEIN, Pordel Mehdi, Allameh Sadegh. Regioselective Synthesis of Dihydrobenzofuro[2, 3-b]benzofuran by Reaction of Phenols with Glyoxal Using a Brø nsted Acidic Ionic Liquid. NASHRIEH SHIMI VA MOHANDESI SHIMI IRAN (PERSIAN)[Internet]. 2019;38(2 (92) ):107-114. Available from: https://sid.ir/paper/392155/en

IEEE: Copy

Sahar Niroomand, HOSSEIN BEHMADI, Mehdi Pordel, and Sadegh Allameh, “Regioselective Synthesis of Dihydrobenzofuro[2, 3-b]benzofuran by Reaction of Phenols with Glyoxal Using a Brø nsted Acidic Ionic Liquid,” NASHRIEH SHIMI VA MOHANDESI SHIMI IRAN (PERSIAN), vol. 38, no. 2 (92) , pp. 107–114, 2019, [Online]. Available: https://sid.ir/paper/392155/en

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