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Routes to 4-aryl-1-N-methylanilinobut-3-en-2-ones and reactions of 2-phenylethylamine / Fatima Ikhlef 

Public ISBD Titre : Routes to 4-aryl-1-N-methylanilinobut-3-en-2-ones and reactions of 2-phenylethylamine Type de document : texte imprimé Auteurs : Fatima Ikhlef, Auteur ; John Hill, Directeur de thèse Editeur : Salford : [s.n.] Année de publication : 1985 Importance : 84 f. Présentation : ill. Format : 30 cm. Note générale : Master of science : Chemistry and applied chemistry : University of Salford : 1985 Bibliogr. f. 85 - 88 Langues : Anglais (eng) Mots-clés : Amines Dicarbonyl  compounds Phenols Phenylethylamine Index. décimale : Ms00685 Résumé : This work comprises two main parts: The first part involves a study of the interaction between phenylethylamine and 1,3-dicarbonyl compounds. Treatment of 2-phenylethylamine with dimedone and dibenzoylmethane afforded salts and respectively. Conversion of salt into the enamide and amide andthen cyclisation of the latter to the isoquinoline was investigated. In the second part, different methods were used in attempts to synthesise amino-enones. The preparation of amino-enone was effected, but in low yield, using a Horner-Wittig procedure which involved thermolysis of the cinnamaldehyde adduct. An attempt was made to synthesise the amino-enone by an Amadori type rearrangement. Treatment of the acetal, prepared from glyxal diethyl acetal, with N-methylaniline gave a complex mixture from which the desired compound could not be isolated. The final route to be tried involved treatment of bromo-ketones with N-methylaniline. Ketones were selectively brominated using 2-carboxy-ethyltriphenylphosphonium per-bromide. Treatment with N-methylaniline gave the corresponding amino-enones. Preliminary studies were carried on the photochemical behaviour of amino-enones. Routes to 4-aryl-1-N-methylanilinobut-3-en-2-ones and reactions of 2-phenylethylamine [texte imprimé] / Fatima Ikhlef, Auteur ; John Hill, Directeur de thèse . - Salford : [s.n.], 1985 . - 84 f. : ill. ; 30 cm. Master of science : Chemistry and applied chemistry : University of Salford : 1985 Bibliogr. f. 85 - 88 Langues : Anglais (eng) Mots-clés : Amines Dicarbonyl  compounds Phenols Phenylethylamine Index. décimale : Ms00685 Résumé : This work comprises two main parts: The first part involves a study of the interaction between phenylethylamine and 1,3-dicarbonyl compounds. Treatment of 2-phenylethylamine with dimedone and dibenzoylmethane afforded salts and respectively. Conversion of salt into the enamide and amide andthen cyclisation of the latter to the isoquinoline was investigated. In the second part, different methods were used in attempts to synthesise amino-enones. The preparation of amino-enone was effected, but in low yield, using a Horner-Wittig procedure which involved thermolysis of the cinnamaldehyde adduct. An attempt was made to synthesise the amino-enone by an Amadori type rearrangement. Treatment of the acetal, prepared from glyxal diethyl acetal, with N-methylaniline gave a complex mixture from which the desired compound could not be isolated. The final route to be tried involved treatment of bromo-ketones with N-methylaniline. Ketones were selectively brominated using 2-carboxy-ethyltriphenylphosphonium per-bromide. Treatment with N-methylaniline gave the corresponding amino-enones. Preliminary studies were carried on the photochemical behaviour of amino-enones.

Exemplaires

Code-barres	Cote	Support	Localisation	Section	Disponibilité	Spécialité	Etat_Exemplaire
Ms00685	Ms00685	Papier	Bibliothèque centrale	Mémoire de Master	Disponible

Documents numériques

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