Patent US4032555A successfully refreshed from Google Patents.
← Back to Patent Explorer
US4032555A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the carboxylation of organic substrates with carbon dioxide

Assignee: Montedison Fibre SpA
•
Filing: 1976-03-24
•
Granted: 1977-06-28
•
Expires: 1996-03-24
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract A process is disclosed for the carboxylation of organic substrates or reactants containing at least one active hydrogen atom by reaction with CO 2 and alkaline phenates in an organic medium, characterized in that the reaction is conducted in the presence of simple or substituted alkaline phenates in at least an aprotic medium which is at least a partial solvent for the phenate, and selected from the class consisting of cyclic ethers, aliphatic, cycloaliphatic and heterocyclic tertiary amines, and cyclic sulphones, and at temperatures between about 40° and 60° C. The alkaline phenate is selected from the class consisting of the Li, Na, K salts of the phenols of the general formula: ##STR1## WHEREIN R is hydrogen or an alkyl or an alkoxy group, linear or branched, having up to 20 carbon atoms, or a phenyl group, n varies from 1 to 5, and M is the alkali metal. The starting organic substrate or reactant is selected from the class consisting of ketones, esters, nitroparaffins and nitriles. The alkaline phenate may be prepared "in situ" from the corresponding phenol and alkaline hydroxide with azeotropic elimination by means of solvent of the water thus formed.

Inventors

  • 👤 Giorgio Bottaccio
  • 👤 Gian Paolo Chiusoli
  • 👤 Enzo Alneri
  • 👤 Marcello Marchi
  • 👤 Giulio Lana

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 16:21
CPC Classifications
C; C07; C07C; C07C205/00; C07C205/49; C07C205/50; C07C205/51; C07C201/00; C07C201/06; C07C201/12; C07C51/00; C07C51/15

Claims Analysis

Total Claims: 6
Claim 1
Independent Claim 160 words
A process for the carboxylation of organic substrates or reactants containing at least one active hydrogen atom, and selected from the class consisting of ketones, esters, nitroparaffins and nitriles, by reaction with CO 2 and alkaline phenates in an organic medium, characterized in that the reaction is conducted in the presence of an alkaline phenate in an organic medium which is at least a partial solvent for the phenate, and selected from the class consisting of tetrahydrofurane, dioxane, tetrahydropyran, ethyl acetate, propylenecarbonate, triethylamine, N-methylmorpholine, a picoline, a lutidine, 2-methyl-5-ethyl-pyridine, and sulpholane, and at a temperature between about 40° and 60° C.; the alkaline phenate being selected from the class consisting of the Li, Na, K salts of phenols of the general formula: ##STR3## wherein R is hydrogen or an alkyl or an alkoxy group, linear or branched, having up to 20 carbon atoms, or a phenyl group, n varies from 1 to 5, and M is Li, Na or K.
Claim 2
Dependent Claim 160 words
A process for the carboxylation of organic substrates or reactants containing at least one active hydrogen atom, and selected from the class consisting of ketones, esters, nitroparaffins and nitriles, by reaction with CO 2 and alkaline phenates in an organic medium, characterized in that the reaction is conducted in the presence of an alkaline phenate in an organic medium which is at least a partial solvent for the phenate, and selected from the class consisting of tetrahydrofurane, dioxane, tetrahydropyran, ethyl acetate, propylenecarbonate, triethylamine, N-methylmorpholine, a picoline, a lutidine, 2-methyl-5-ethyl-pyridine, and sulpholane, and at a temperature between about 40° and 60° C.; the alkaline phenate being selected from the class consisting of the Li, Na, K salts of phenols of the general formula: ##STR3## wherein R is hydrogen or an alkyl or an alkoxy group, linear or branched, having up to 20 carbon atoms, or a phenyl group, n varies from 1 to 5, and M is Li, Na or K.
Claim 3
Dependent Claim 13 words
A process according to claim 1, wherein the alkaline phenate is sodium ortho-tert-butyl-para-cresolate.
Claim 4
Dependent Claim 19 words
A process according to claim 1, wherein the process is carried out at a temperature of about 50° C.
Claim 5
Dependent Claim 25 words
A process according to claim 1, wherein for each mol of substrate or reactant there are used from 1 to 4 mols of alkaline phenate.
Claim 6
Dependent Claim 33 words
A process according to claim 1, wherein the alkaline phenate is prepared "in situ" from the corresponding phenol and alkaline hydroxide with azeotropic elimination by means of solvent of the water thus formed.

References Cited (Backward Citations)

US3595907A Cited
US3658874A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-06-27 1980-12-27 1981-06-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-06-27 1984-12-27 1985-06-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-06-27 1988-12-27 1989-06-28 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag