A novel l-amino acid ionic liquid for quick and highly efficient synthesis of oxime derivatives – An environmental benign approach

Karthikeyan, Parasuraman; Aswar, Sachin Arunrao; Muskawar, Prashant Narayan; Sythana, Suresh Kumar; Bhagat, Pundlik Rambhau; Senthilkumar, Sellappan; Satvat, Pranveer S.

doi:10.1016/j.arabjc.2011.11.007

Cited by 14 publications

(6 citation statements)

References 18 publications

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“…As the catalyst, amino acid ionic liquids have many advantages, such as low temperature activity, mild reaction conditions, friendly environment, and high selectivity. Parasuraman et al [7] reported that the ionic liquid synthesized from Lasparagine and 1-(2-aminoethyl)-3-methylimidazolium bromide was used to catalyze the conversion of aliphatic, alicyclic, and aromatic carbonyl compounds to corresponding oximes. This process was achieved by simply grinding at ambient temperature using 0.05 mmol of catalyst in 50 s, and the yield is up to 96%.…”

Section: Catalystmentioning

confidence: 99%

Amino Acids Ionic Liquids

Ye¹,

Gu²

2020

Encyclopedia of Ionic Liquids

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Section: Catalystmentioning

confidence: 99%

Amino Acids Ionic Liquids

Ye¹,

Gu²

2020

Encyclopedia of Ionic Liquids

View full text Add to dashboard Cite

“…Actually, this byproducts is one of the main issue of the whole process [1,2]. Recently, literature have reported new methodologies giving good yields in ketones oximation carried out in ionic liquids, so that avoiding the neutralization [9]. Besides organocatalysts improves such a step by increasing the yield in the oximes formation, particularly useful for ketones with low reactivity, especially for those with steric hindrance at the carbonyl.…”

Section: Introductionmentioning

confidence: 99%

“…Recently, the chemistry of trifluoroacetic acid as organocatalyst has been suggested for the synthesis of the caprolactam, of other amides as well as to several other reactions of industrial interest [7][8][9][10][11][12][13][14][15][16]. For instance, some authors proposed the direct oximation and rearrangement of ketones and in particular, of the cyclohexanone, to the corresponding amides [15][16][17][18][19][20].…”

Section: Introductionmentioning

confidence: 99%

Trifluoroacetic Acid Hydroxylamine System as Organocatalyst Reagent in a One-Pot Salt Free Process for the Synthesis of Caprolactam and Amides of Industrial Interest

et al. 2021

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In this work we studied the reactivity of the Trifluoroacetic acid hydroxylamine system in the one step salt free synthesis of amides from ketones. A particular regards was paid to the caprolactam synthesis because of its industrial relevance. Synthesis, reactivity and characterization of the hydroxylamine trifluoroacetate is given. Fast oximation reaction of several ketones was gained at room temperature (1 h of reaction quantitative conversion for several ketones). In the same reactor, by raising the temperature at 383 K, the Beckmann rearrangement of the so obtained oximes is easily accomplished in the presence of three equivalent of TFA. The possibility of obtaining the trifluoroacetate of the hydroxylamine with a modified nitric acid hydrogenation reactions was verified, too. Reuse of solvent and trifluoroacetic acid is easily achieved by distillation. Graphical abstract Salt free one-pot caprolactam and amides process catalyzed by CF3COOH, in the presence of NH2OH TFA as the oximation agent.

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“…In this paper, we present a highly selective oxidation of 1-propanol to propionic acid with high conversion, using a recyclable organic-inorganic heteropolyoxometalate as the catalyst and H 2 O 2 as the oxidant. Inexpensive and readily available amino acid is selected as the cation [26][27][28]. Moreover, its weak acidity can provide a suitable catalytic environment.…”

Section: Introductionmentioning

confidence: 99%

Oxidation of 1-propanol to propionic acid with hydrogen peroxide catalysed by heteropolyoxometalates

et al. 2021

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Background Propionic acid as a very valuable chemical is in high demand, and it is industrially produced via the oxo-synthesis of ethylene or ethyl alcohol and via the oxidation of propionaldehyde with oxygen. It is urgent to discover a new preparation method for propionic acid via a green route. Recyclable amino-acid-based organic–inorganic heteropolyoxometalates were first used to high-efficiently catalyse the selective oxidation of 1-propanol to propionic acid with H2O2 as an oxidant. Result A series of amino-acid-based heteropoly catalysts using different types of amino acids and heteropoly acids were synthesized, and the experimental results showed proline-based heteropolyphosphatotungstate (ProH)3[PW12O40] exhibited excellent catalytic activity for the selective catalytic oxidation of 1-propanol to propionic acid owing to its high capacity as an oxygen transfer agent and suitable acidity. Under optimized reaction conditions, the conversion of 1-propanol and the selectivity of propionic acid reached 88% and 75%, respectively. Over four cycles, the conversion remained at >80%, and the selectivity was >60%. (ProH)3[PW12O40] was also used to catalyse the oxidations of 1-butanol, 1-pentanol, 1-hexanol, and benzyl alcohol. All the reactions had high conversions, with the corresponding acids being the primary oxidation product. Conclusions Proline-based heteropolyoxometalate (ProH)3[PW12O40] has been successfully used to catalyse the selective oxidation of primary alcohols to the corresponding carboxylic acids with H2O2 as the oxidant. The new developed catalytic oxidation system is mild, high-efficient, and reliable. This study provides a potential green route for the preparation propionic acid.

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A novel l-amino acid ionic liquid for quick and highly efficient synthesis of oxime derivatives – An environmental benign approach

Cited by 14 publications

References 18 publications

Amino Acids Ionic Liquids

Amino Acids Ionic Liquids

Trifluoroacetic Acid Hydroxylamine System as Organocatalyst Reagent in a One-Pot Salt Free Process for the Synthesis of Caprolactam and Amides of Industrial Interest

Oxidation of 1-propanol to propionic acid with hydrogen peroxide catalysed by heteropolyoxometalates

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