scholarly journals Alkylation of N-substituted 2-phenylacetamides: Benzylation of N-(4-chlorophenyl)-2-phenylacetamide

2004 ◽  
Vol 69 (2) ◽  
pp. 85-92 ◽  
Author(s):  
Dusan Mijin ◽  
Vida Jankovic ◽  
Slobodan Petrovic
Keyword(s):  
Gas Chromatography ◽  
Potassium Hydroxide ◽  
Benzyl Chloride ◽  
Phase Transfer ◽  
Alkylation Reaction ◽  
Reaction Products ◽  
Reaction Conditions ◽  
Phase Transfer Catalysts ◽  
Different Temperatures

Benzylation of N-(4-chlorophenyl)-2-phenylacetamidewith benzyl chloride in the presence of powdered potassium hydroxide under various reaction conditions was performed in order to establish the possible reaction products. Different temperatures and ratios of reactants and solvents were used. The reactions were also carried out in the presence of different phase-transfer catalysts in toluene as a solvent. The formation of the reaction products was followed using gas chromatography. On the basis of the obtained results, the reactivity and the orientation in the alkylation reaction of the investigated amide is discussed.

scholarly journals Benzylation of N-phenyl-2-phenylacetamide under microwave irradiation

2008 ◽  
Vol 73 (10) ◽  
pp. 945-950 ◽  
Author(s):  
Dusan Mijin ◽  
Masa Prascevic ◽  
Slobodan Petrovic
Keyword(s):  
Gas Chromatography ◽  
Microwave Irradiation ◽  
Potassium Hydroxide ◽  
Benzyl Chloride ◽  
Main Product ◽  
Phase Transfer ◽  
Solvent Free ◽  
Free System ◽  
Phase Transfer Catalysts ◽  
Solvent Free System

N-Phenyl-2-phenylacetamide was alkylated with benzyl chloride in the presence of powdered potassium hydroxide under microwave irradiation in a solvent-free system. The reactions were also performed in the presence of phase-transfer catalysts. The formation of N-, O- and C-products of alkylation was followed by gas chromatography. The N-product was found to be the main product under microwave irradiation. The O-product was obtained in higher yields when an excess of base and benzyl chloride was used.

scholarly journals Alkylation of N-substituted 2-phenylacetamides: Benzylation of N-(4-nitrophenyl)-2-phenylacetamide

2002 ◽  
Vol 67 (6) ◽  
pp. 373-379 ◽  
Author(s):  
Vida Jankovic ◽  
Dusan Mijin ◽  
Slobodan Petrovic
Keyword(s):  
Potassium Hydroxide ◽  
Benzyl Chloride ◽  
Phase Transfer ◽  
Product Formation ◽  
Phase Transfer Catalysts ◽  
Different Temperatures

N-(4-Nitrophenyl)-2-phenylacetamide was alkylated with benzyl chloride in the presence of powdered potassium hydroxide at different temperatures and in various solvents in order to establish the reactivity and orientation in the reaction. The reactions were also carried out in the presence of different phase-transfer catalysts in toluene. Product formation was followed by GC. The obtained results were compared to the results of the benzylation of other N-substituted 2-phenylacetamides, especially of N-phenyl-2-phenylacetamide.

N-Heterocyclic olefins as efficient phase-transfer catalysts for base-promoted alkylation reactions

2016 ◽  
Vol 52 (51) ◽  
pp. 7958-7961 ◽  
Author(s):  
Marcus Blümel ◽  
Reece D. Crocker ◽  
Jason B. Harper ◽  
Dieter Enders ◽  
Thanh V. Nguyen
Keyword(s):  
Phase Transfer ◽  
Solid Phase ◽  
Alkylation Reaction ◽  
Phase Transfer Catalysts ◽  
Wide Range ◽  
Alkylation Reactions

N-Heterocyclic olefins (NHOs) chemically transfer the base from solid phase and promote alkylation reaction on a wide range of substrates.

Oxidation of triamantane by sulphuric acid

1983 ◽  
Vol 48 (4) ◽  
pp. 1074-1076 ◽  
Author(s):  
Zdeněk Kafka ◽  
Luděk Vodička ◽  
Milan Hájek
Keyword(s):  
Mass Spectrometry ◽  
Gas Chromatography ◽  
Sulphuric Acid ◽  
Functional Groups ◽  
Reaction Products ◽  
Reaction Conditions ◽  
Nmr Spectrometry ◽  
C Nmr

The oxidation of triamantane by sulphuric acid was studied in various reaction conditions. 8-Triamantanone, 8,16-triamantanedione, and 15-hydroxy-8-triamantanone were isolated and identified as reaction products. The reaction was monitored and the purity of the compounds prepared was checked by gas chromatography and mass spectrometry, the position of the functional groups was determined by 13C NMR spectrometry.

Asymmetric synthesis of β-amino ketones by using cinchona alkaloid-based chiral phase transfer catalysts

2018 ◽  
Vol 16 (45) ◽  
pp. 8704-8709 ◽  
Author(s):  
Weihua Li ◽  
Yifeng Wang ◽  
Danqian Xu
Keyword(s):  
Asymmetric Synthesis ◽  
Nucleophilic Addition ◽  
Phase Transfer ◽  
Cinchona Alkaloid ◽  
Reaction Products ◽  
Chiral Phase ◽  
Phase Transfer Catalysts ◽  
Chiral Phase Transfer Catalysts ◽  
The Mannich Reaction ◽  
High Yields

A highly enantioselective nucleophilic addition of ketones to versatile imines catalyzed by chiral PTC has been developed, and the process affords the Mannich reaction products with tertiary stereocenters in good to high yields and excellent enantioselectivities. This protocol is effective for gram scale reaction.

Highly enantioselective asymmetric Henry reaction catalyzed by novel chiral phase transfer catalysts derived from cinchona alkaloids

2016 ◽  
Vol 14 (42) ◽  
pp. 10101-10109 ◽  
Author(s):  
Ponmuthu Kottala Vijaya ◽  
Sepperumal Murugesan ◽  
Ayyanar Siva
Keyword(s):  
Phase Transfer ◽  
Enantiomeric Excess ◽  
Cinchona Alkaloids ◽  
Henry Reaction ◽  
Reaction Conditions ◽  
Chiral Phase ◽  
Phase Transfer Catalysts ◽  
Wide Range ◽  
Chiral Phase Transfer Catalysts

Newly synthesized CPTCs are applied in the asymmetric Henry reaction to a wide range of aldehydes under mild reaction conditions, and we obtained higher chemical yields and an excellent enantiomeric excess.

Kinetics of Benzyl Butyrate Synthesis under Solid-Liquid Phase Transfer Catalysis

2009 ◽  
Vol 7 (1) ◽  
Author(s):  
Sonali Sengupta ◽  
Jayanta Kumar Basu
Keyword(s):  
Liquid Phase ◽  
Sodium Butyrate ◽  
Benzyl Chloride ◽  
Phase Transfer ◽  
Ammonium Bromide ◽  
Phase Transfer Catalysts ◽  
Tetrabutyl Ammonium ◽  
Phase Condition ◽  
Solid Form ◽  
Solid Liquid

The substitution reaction of benzyl chloride and sodium butyrate to form benzyl butyrate, using tetrabutyl ammonium bromide as the phase transfer catalyst (PTC) in a solid-liquid phase condition was studied. Benzyl chloride in solvent toluene forms the organic phase whereas sodium butyrate remains in solid form. A kinetic study of the system had been performed by varying different process variables. Different phase transfer catalysts were employed to find out the most effective catalyst. No conversion was found without catalyst.Homogeneous solubilisation mechanism was followed to explain the kinetic model and to interpret the experimental data.

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