Process for preparing halogenoalkylnitrates

Details Process for preparing halogenoalkylnitrates Process for preparing halogenoalkylnitrates

C - Chemistry, Metallurgy

07

C

C07C 201/08 (2006.01) C07C 205/08 (2006.01)

Patent

CA 2589184

A process for preparing a compound of formula (I) X-(CH2)n-ONO2 (I) wherein: X is a halogen atom selected from Cl, Br, I; n is an integer from 3 to 6; said process comprising the slow addition of a compound of formula (II) X-(CH2)n-OH (II) wherein X and n are as defined above to a nitrating agent selected from the group consisting of concentrated nitric acid/concentrated sulfuric acid (sulfonitric mixture), nitric acid alone, NaNO2 in trifluoroacetic acid, nitronium salts such as NO2BF4 and an organic solvent selected from the group consisting of CH2Cl2, CHCl3, CCl4, perfluorohexane, perfluoroheptane. The invention refers also to solutions containing: a compound of general formula (I) and a solvent selected from the group consisting of CH2Cl2, CHCl3, CCl4, perfluorohexane, perfluoroheptane, characterized in that the compound of formula (I) is present in a concentration not higher than 20% by weight.

L'invention concerne un procédé permettant de préparer un composé de formule (I), X-(CH2)n-ONO2 (I), dans laquelle X représente un atome d'halogène choisi dans Cl, Br, I; n représente un entier compris entre 3 et 6; ledit procédé consiste à ajouter lentement un composé de formule (II), X-(CH2)n-OH (II), dans laquelle X et n sont tels que définis ci-dessus, à un agent de nitration choisi dans le groupe constitué d'acide nitrique/acide sulfurique concentré (mélange sulfonitrique), d'acide nitrique seul, de NaNO2 dans de l'acide trifluoroacétique, de sels de nitronium tels que NO2BF4 et d'un solvant organique choisi dans le groupe formé de CH2Cl2, CHCl3, CCl4, perfluorohexane, perfluoroheptane. L'invention concerne également des solutions contenant un composé de formule générale (I) et un solvant choisi dans le groupe formé de CH2Cl2, CHCl3, CCl4, perfluorohexane, perfluoroheptane, se caractérisant en ce que le composé de formule (I) est présent dans une concentration n'excédant pas 20 % en poids.

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