Diels–Alder and Dehydration Reactions of Biomass-Derived Furan and Acrylic Acid for the Synthesis of Benzoic Acid

ACS Catalysis ◽  
2015 ◽  
Vol 5 (11) ◽  
pp. 6946-6955 ◽  
Author(s):  
Eyas Mahmoud ◽  
Jingye Yu ◽  
Raymond J. Gorte ◽  
Raul F. Lobo
Keyword(s):  
Acrylic Acid ◽  
Benzoic Acid ◽  
Diels Alder ◽  
Dehydration Reactions

Aliphatic diazo compounds. X. The reaction of α-diazoacetophenone with methanolic sodium methoxide

1977 ◽  
Vol 55 (1) ◽  
pp. 145-152 ◽  
Author(s):  
Peter Yates ◽  
R. J. Mayfield
Keyword(s):  
Acrylic Acid ◽  
Benzoic Acid ◽  
Sodium Methoxide ◽  
Methyl Benzoate ◽  
Diazo Compounds ◽  
Dilute Solution ◽  
Cis And Trans

The reaction of α-diazoacetophenone (1) with methanolic sodium methoxide in dilute solution gives 3-benzoyl-5-hydroxy-4-phenylpyrazole (4), 3-benzoyl-4-hydroxy-5-phenyl-pyrazole (5), 3-benzoyl-5-methoxy-4-phenylpyrazole (9), 3-benzoyl-4-phenylpyrazole (6), 5-benzoyltetrazole (7), 3,6-dibenzoyldihydro-s-tetrazine (10), cis- and trans- β-benzoyl- α-phenyl-acrylic acid, acetophenone, methyl benzoate, and benzoic acid. The pyrazoles 4, 5, and 9 are considered to arise via reaction of 1 to give α-methoxyacetophenone followed by further reaction of the anion of the latter with 1. Evidence in accord with this view was obtained by a study of the products formed when 1 was treated with methanolic sodium methoxide in the presence of 2-methoxy-4′-methylacetophenone. Acetophenone is considered to arise by reduction of 1 via phenylglyoxal 2-monohydrazone (37); condensation of 1 with the enolate ion derived from acetophenone then can give the pyrazole 6, while condensation of 1 with 37 could give the tetrazole 7.

Cu-Catalyzed C–H Alkenylation of Benzoic Acid and Acrylic Acid Derivatives with Vinyl Boronates

2020 ◽  
Vol 22 (12) ◽  
pp. 4692-4696
Author(s):  
Jian-Jun Li ◽  
Cheng-Gang Wang ◽  
Jin-Feng Yu ◽  
Peng Wang ◽  
Jin-Quan Yu
Keyword(s):  
Acrylic Acid ◽  
Benzoic Acid ◽  
Vinyl Boronates

scholarly journals p-Xylene from 2,5-dimethylfuran and acrylic acid using zeolite in a continuous flow system

2020 ◽  
Vol 22 (21) ◽  
pp. 7398-7405 ◽  
Author(s):  
Jose Alirio Mendoza Mesa ◽  
Francesco Brandi ◽  
Irina Shekova ◽  
Markus Antonietti ◽  
Majd Al-Naji
Keyword(s):  
Acrylic Acid ◽  
Lignocellulosic Biomass ◽  
Continuous Flow ◽  
Flow System ◽  
Diels Alder ◽  
Flow Synthesis ◽  
Continuous Flow System ◽  
System P ◽  
Different Types

The continuous flow synthesis of p-xylene (pXL) via Diels–Alder cycloaddition of lignocellulosic biomass-derivable 2,5-dimethylfuran (DMF) and acrylic acid (AA) was performed over different types of zeolites.

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