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EP0183083A1 Expired / Lapsed EP ⏱️ 0.0 years remaining

Process for the preparation of (2,2)-paracyclophane

Assignee: Montedison SpA
•
Filing: 1985-10-31
•
Granted: —
•
Expires: 2005-10-31
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Abstract

Abstract Process for the preparation of (2,2)-paracyclophane starting from p.methyl-benzyl-trimethyl-ammonium halide, consisting in first preparing the p.methyl-benzyl-trimethyl-ammonium hydroxide and successively subjecting the product thus obtained to the HOFMANN Elimination in the presence of a biphasic system consisting of an inert organic solvent and an alkaline solution having a concentration of at least 20% by weight. The present invention refers to a process for the preparation of (2,2)-paracyclophane of the general formula: More particularly, the present invention relates to a process for the preparation of (2,2)-paracyclophane of formula (1), starting from a p.methyl-benzyl-trimethyl-ammonium halide of the formula: wherein: X is a halide such as chlorine, bromine, etc., by the elimination of HOFMANN.

Inventors

  • 👤 Alessandro Malacrida
  • 👤 Fernando Montanari
  • 👤 Giorgio Dr. Bottaccio
  • 👤 Stefano Dr. Campolmi

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-09 08:55
CPC Classifications
C; C07; C07C; C07C1/00; C07C1/32; C07C1/321; C07C1/323; C07C2603/00; C07C2603/92

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 91 words
Process for the preparation of (2,2)-paracyclophane, starting from a p.methyl-benzyl-trimethyl-ammonium halide, by means of a HOFMANN elimination reaction, character- i z ed in that said process consists of the following steps or phases carried out separately and in the given order of succession: (a) preparation of the p.methyl-benzyl-trimethyl-ammonium hydroxide, and (b) a HOFMANN elimination carried out on the p.methyl-benzyl-trimethyl-ammonium hydroxide, in the presence of a biphasic system consisting of an inert organic solvent and of an aqueous solution of an alkaline hydroxide having a concentration of at least 20% by weight.
Claim 2
Dependent Claim 91 words
Process for the preparation of (2,2)-paracyclophane, starting from a p.methyl-benzyl-trimethyl-ammonium halide, by means of a HOFMANN elimination reaction, character- i z ed in that said process consists of the following steps or phases carried out separately and in the given order of succession: (a) preparation of the p.methyl-benzyl-trimethyl-ammonium hydroxide, and (b) a HOFMANN elimination carried out on the p.methyl-benzyl-trimethyl-ammonium hydroxide, in the presence of a biphasic system consisting of an inert organic solvent and of an aqueous solution of an alkaline hydroxide having a concentration of at least 20% by weight.
Claim 3
Dependent Claim 26 words
Process according to claim 1, characterized in that the concentration of the aqueous solution of an alkaline hydroxide is comprised between 30% and 50% by weight.
Claim 4
Dependent Claim 27 words
Process according to one or both of the claims 1-2,characterized in that the alkaline hydroxide is selected from the group consisting of sodium hydroxide and potassium hydroxide.
Claim 5
Dependent Claim 21 words
Process according to one or more of the claims 1-3, characterized in that the inert organic solvent is an aromatic hydrocarbon.
Claim 6
Dependent Claim 38 words
Process accordina to one or more of the claims 1-4,characterized in that the HOFMANN elimination is carried out at a temperature comprised between 20° and 130°C and for a reaction time ; comprised between 10 and 70 hours.
Claim 7
Dependent Claim 40 words
Process accordinq to one or more of the claims 1-5,characterized in that the p.methyl-benzyl-trimethyl-ammonium hydroxide is prepared by elution of an aqueous solution of a corresponding halide by passing said solution through a column filled with a basic ion-exchanging resin.

References Cited (Backward Citations)

EP0108297A1 Cited

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