ES2580004T3 - Método de preparación de aminoácidos o ésteres saturados que comprende una etapa de metátesis - Google Patents

Método de preparación de aminoácidos o ésteres saturados que comprende una etapa de metátesis Download PDF

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Publication number
ES2580004T3
ES2580004T3 ES11733990.3T ES11733990T ES2580004T3 ES 2580004 T3 ES2580004 T3 ES 2580004T3 ES 11733990 T ES11733990 T ES 11733990T ES 2580004 T3 ES2580004 T3 ES 2580004T3
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Spain
Prior art keywords
acid
ester
stage
metathesis
nitrile
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Active
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ES11733990.3T
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English (en)
Inventor
Jean-Luc Couturier
Jean-Luc Dubois
Xiaowei Miao
Cedric Fischmeister
Christian Bruneau
Pierre Dixneuf
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Centre National de la Recherche Scientifique CNRS
Universite de Rennes 1
Arkema France SA
Original Assignee
Centre National de la Recherche Scientifique CNRS
Universite de Rennes 1
Arkema France SA
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/04Formation of amino groups in compounds containing carboxyl groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/04Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C229/06Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
    • C07C229/08Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to hydrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00Preparation of carboxylic acid nitriles
    • C07C253/30Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11CFATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
    • C11C3/00Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
    • C11C3/12Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by hydrogenation
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/165Polymer immobilised coordination complexes, e.g. organometallic complexes
    • B01J31/1658Polymer immobilised coordination complexes, e.g. organometallic complexes immobilised by covalent linkages, i.e. pendant complexes with optional linking groups, e.g. on Wang or Merrifield resins
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22Organic complexes
    • B01J31/2265Carbenes or carbynes, i.e.(image)
    • B01J31/2269Heterocyclic carbenes
    • B01J31/2273Heterocyclic carbenes with only nitrogen as heteroatomic ring members, e.g. 1,3-diarylimidazoline-2-ylidenes

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Método de síntesis de un α,ω-aminoéster (ácido) saturado de cadena larga que comprende de 6 a 17 átomos de carbono, caracterizado por que en una primera etapa se obtiene un nitrilo-éster (ácido) monoinsaturado por reacción de metátesis cruzada entre un primer compuesto acrílico elegido entre acrilonitrilo, ácido acrílico o un éster acrílico y un segundo compuesto monoinsaturado que comprende al menos una función trivalente, nitrilo, ácido o éster, comprendiendo uno de estos compuestos una función nitrilo y el otro una función ácido o éster, en presencia de un catalizador de metátesis de tipo carbenos de rutenio y en una segunda etapa se obtiene el α, ω-aminoéster (ácido) saturado de cadena larga por hidrogenación del nitrilo-éster (ácido) monoinsaturado obtenido en presencia del catalizador de metátesis de la etapa precedente que hace función de catalizador de hidrogenación.

Description

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Claims (1)

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ES11733990.3T 2010-05-07 2011-05-09 Método de preparación de aminoácidos o ésteres saturados que comprende una etapa de metátesis Active ES2580004T3 (es)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR1053595A FR2959742B1 (fr) 2010-05-07 2010-05-07 Procede de preparation d'amino-acides ou esters satures comprenant une etape de metathese
FR1053595 2010-05-07
PCT/EP2011/002295 WO2011138051A1 (fr) 2010-05-07 2011-05-09 Procede de preparation d'amino-acides ou esters satures comprenant une etape de metathese

Publications (1)

Publication Number Publication Date
ES2580004T3 true ES2580004T3 (es) 2016-08-18

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
ES11733990.3T Active ES2580004T3 (es) 2010-05-07 2011-05-09 Método de preparación de aminoácidos o ésteres saturados que comprende una etapa de metátesis

Country Status (12)

Country Link
US (1) US9096490B2 (es)
EP (1) EP2566842B1 (es)
JP (1) JP5973993B2 (es)
CN (1) CN103140471B (es)
AR (1) AR081362A1 (es)
BR (1) BR112012028369A2 (es)
ES (1) ES2580004T3 (es)
FR (1) FR2959742B1 (es)
HU (1) HUE028778T2 (es)
MY (1) MY160415A (es)
PL (1) PL2566842T3 (es)
WO (1) WO2011138051A1 (es)

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2826924B1 (fr) 2001-07-06 2003-10-10 Rodolphe Brichet Systeme de commande, systeme directionnel pour vehicule leger et tricycle equipe d'un tel systeme
FR2978764B1 (fr) * 2011-08-01 2013-08-16 Arkema France Procede de synthese d'un omega-aminoacide ou ester a partir d'un acide ou ester gras mono-insature
WO2013056463A1 (en) * 2011-10-21 2013-04-25 Lanxess Deutschland Gmbh Catalyst compositions and their use for hydrogenation of nitrile rubber
FR2984309B1 (fr) * 2011-12-16 2014-01-10 Arkema France Procede de synthese de nitrile-acide/ester omega insature dans lequel on alterne de maniere consecutive deux types de metathese croisee procede swing
JP2015515512A (ja) * 2012-03-13 2015-05-28 インヴィスタ テクノロジーズ エスアエルエル ナイロンポリマーおよびその製造方法
WO2014005196A1 (en) * 2012-07-06 2014-01-09 Monash University Processes for producing amine compounds
WO2014005197A1 (en) * 2012-07-06 2014-01-09 Monash University Amino acid analogues and methods for their synthesis
EP2941413B1 (fr) 2013-01-07 2016-10-19 Arkema France Procédé de synthèse de nitrile-acide/ester omega insaturé dans lequel on alterne de manière consécutive deux types de métathèse croisée procédé swing
FR3000743B1 (fr) * 2013-01-07 2016-02-05 Arkema France Procede de metathese croisee
FR3000744B1 (fr) 2013-01-07 2014-12-26 Arkema France Procede de metathese croisee
FR3001964B1 (fr) 2013-02-08 2015-02-20 Arkema France Synthese de compose insature ramifie par metathese croisee
FR3013356B1 (fr) * 2013-11-15 2018-03-16 Arkema France Procede de synthese de polyamide
US10266483B2 (en) 2013-11-18 2019-04-23 Rhodia Operations Process for the manufacture of an amino ester
US10087137B2 (en) * 2014-06-23 2018-10-02 The University Of Toledo Cross metathesis approach to C11-C13 fatty-chain amino esters from oleic acid derivatives
WO2016042045A1 (fr) * 2014-09-17 2016-03-24 Rhodia Operations Procede de synthese d'aminoesters et de polyamides
FR3029203B1 (fr) 2014-11-27 2016-12-30 Arkema France Compositions elastomeres contenant au moins un plastifiant forme par un ester de diacide gras insature, de preference mono-insature
US10472379B2 (en) 2016-05-20 2019-11-12 Garnett Mckeen Lab, Inc. Ruthenium-sphingomyelin complexes and methods for their use in the treatment of tumors
PL241085B1 (pl) * 2016-11-10 2022-08-01 Apeiron Synthesis Spolka Akcyjna Zastosowanie kompleksów rutenu w reakcji metatezy olefin
KR102488849B1 (ko) * 2020-12-21 2023-01-17 한국화학연구원 환원적 아민화와 가수분해 반응의 동시 진행에 의한 오메가 아미노알칸산 제조용 촉매 및 이를 이용한 오메가 아미노알칸산 제조 방법
IT202100022328A1 (it) 2021-08-25 2023-02-25 Versalis Spa Metodo per la preparazione di acidi ω-ammino-carbossilici e loro derivati.

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FR744739A (es) * 1933-04-26
FR857780A (fr) 1939-04-06 1940-09-28 Procédé et dispositif pour la propulsion
FR950704A (fr) 1947-07-31 1949-10-05 Cotelle & Foucher Ets Procédé pour le collage des étiquettes sur des récipients tels que bouteilles et installations pour la mise en oeuvre de ce procédé
US3372195A (en) * 1964-05-04 1968-03-05 Dow Chemical Co Reduction of nitriles to primary amines
GB1177154A (en) 1967-07-18 1970-01-07 Bp Chem Int Ltd Production of 12-Aminododecanoic Acid or Alkali Metal Salts thereof
GB1273874A (en) 1970-03-16 1972-05-10 Bp Chemicals Internat Ltd 0,2-aminododecanoic acid
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DE19547213A1 (de) * 1995-12-18 1997-06-19 Basf Ag Verfahren zur Herstellung von 1,6-Hexandiol aus Epoxibutadien
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WO2007081987A2 (en) * 2006-01-10 2007-07-19 Elevance Renewable Sciences, Inc. Method of making hydrogenated metathesis products
WO2008008440A2 (en) * 2006-07-12 2008-01-17 Elevance Renewable Sciences, Inc. Ring opening cross-metathesis reaction of cyclic olefins with seed oils and the like
EP2074079B1 (en) * 2006-10-13 2011-08-10 Elevance Renewable Sciences, Inc. Metathesis methods involving hydrogenation and compositions relating to same
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Also Published As

Publication number Publication date
JP2013527855A (ja) 2013-07-04
EP2566842A1 (fr) 2013-03-13
WO2011138051A1 (fr) 2011-11-10
CN103140471B (zh) 2016-03-09
FR2959742A1 (fr) 2011-11-11
CN103140471A (zh) 2013-06-05
US9096490B2 (en) 2015-08-04
HUE028778T2 (hu) 2017-01-30
FR2959742B1 (fr) 2012-08-24
US20130116458A1 (en) 2013-05-09
JP5973993B2 (ja) 2016-08-23
AR081362A1 (es) 2012-08-29
PL2566842T3 (pl) 2016-12-30
EP2566842B1 (fr) 2016-05-04
MY160415A (en) 2017-03-15
BR112012028369A2 (pt) 2017-03-21

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