AR087404A1 - PROCEDIMIENTO DE SINTESIS DE UN w-AMINOACIDO O ESTER A PARTIR DE UN ACIDO O ESTER GRASO MONO-INSATURADO - Google Patents
PROCEDIMIENTO DE SINTESIS DE UN w-AMINOACIDO O ESTER A PARTIR DE UN ACIDO O ESTER GRASO MONO-INSATURADOInfo
- Publication number
- AR087404A1 AR087404A1 ARP120102795A ARP120102795A AR087404A1 AR 087404 A1 AR087404 A1 AR 087404A1 AR P120102795 A ARP120102795 A AR P120102795A AR P120102795 A ARP120102795 A AR P120102795A AR 087404 A1 AR087404 A1 AR 087404A1
- Authority
- AR
- Argentina
- Prior art keywords
- ester
- formula
- unsaturated
- nitrile
- stage
- Prior art date
Links
- 239000002253 acid Substances 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 3
- 230000015572 biosynthetic process Effects 0.000 title abstract 2
- 238000003786 synthesis reaction Methods 0.000 title abstract 2
- 150000002825 nitriles Chemical class 0.000 abstract 5
- 150000002148 esters Chemical class 0.000 abstract 4
- -1 hydrocarbon radical Chemical class 0.000 abstract 4
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000005686 cross metathesis reaction Methods 0.000 abstract 1
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 1
- 229930195729 fatty acid Natural products 0.000 abstract 1
- 239000000194 fatty acid Substances 0.000 abstract 1
- 150000004665 fatty acids Chemical class 0.000 abstract 1
- 150000002194 fatty esters Chemical class 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 abstract 1
- 235000021281 monounsaturated fatty acids Nutrition 0.000 abstract 1
- 230000002194 synthesizing effect Effects 0.000 abstract 1
- 230000009466 transformation Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/04—Formation of amino groups in compounds containing carboxyl groups
- C07C227/06—Formation of amino groups in compounds containing carboxyl groups by addition or substitution reactions, without increasing the number of carbon atoms in the carbon skeleton of the acid
- C07C227/08—Formation of amino groups in compounds containing carboxyl groups by addition or substitution reactions, without increasing the number of carbon atoms in the carbon skeleton of the acid by reaction of ammonia or amines with acids containing functional groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/04—Formation of amino groups in compounds containing carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds 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
- C07C229/04—Compounds 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
- C07C229/06—Compounds 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
- C07C229/08—Compounds 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Un procedimiento de síntesis de ácidos w-amino-alcanoicos o de sus ésteres a partir de ácidos grasos naturales insaturados que transitan por un compuesto intermedio de tipo nitrilo w-insaturado.Reivindicación 1: Procedimiento de síntesis de un w-aminoácido (éster) de fórmula R3OOC-(CH2)q-CH2NH2 en la cual R3 es H o un radical n-butilo y q un índice entero comprendido entre 2 y 13, a partir de un ácido (éster) graso mono-insaturado de fórmula (R1-CH=CH-(CH2)p-COO)xR2 en la cual x representa 1, 2 ó 3, R1 es H o un radical hidrocarbonado que comprende de 4 a 11 átomos de carbono y, llegado el caso, una función hidróxila, R2 es H o un radical alquilo que comporta de 2 a 4 átomos de carbono y puede contener uno o varios heteroátomos y p un índice entero comprendido entre 2 y 11, que comporta une etapa de reacción de amoniación que conduce a la transformación de la función carbonilo en función nitrilo, caracterizada por que en un primer estadio se transforma el ácido/éster graso insaturado en un nitrilo w-insaturado de fórmula CH2=CH-(CH2)p-CN en dos etapas sucesivas (de orden indiferente) etenólisis y amoniación, luego en un segundo estadio se transforma este nitrilo w-insaturado en un nitrilo éster de fórmula R3OOC-CH=CH-(CH2)p-CN en la cual R3 es n-butilo, por una reacción de metátesis cruzada del nitrilo w-insaturado con un acrilato de fórmula CH2=CH-COOR3 con un catalizador de fórmula (1), luego en un tercer estadio se hidrogena el nitrilo éster en w-aminoácido (éster) de fórmula ROOC-(CH2)q-CH2NH2.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1157020A FR2978764B1 (fr) | 2011-08-01 | 2011-08-01 | Procede de synthese d'un omega-aminoacide ou ester a partir d'un acide ou ester gras mono-insature |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR087404A1 true AR087404A1 (es) | 2014-03-19 |
Family
ID=46639637
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP120102795A AR087404A1 (es) | 2011-08-01 | 2012-08-01 | PROCEDIMIENTO DE SINTESIS DE UN w-AMINOACIDO O ESTER A PARTIR DE UN ACIDO O ESTER GRASO MONO-INSATURADO |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US8884041B2 (es) |
| EP (1) | EP2739603B1 (es) |
| JP (1) | JP5981542B2 (es) |
| KR (1) | KR20140050082A (es) |
| CN (1) | CN103842331B (es) |
| AR (1) | AR087404A1 (es) |
| BR (1) | BR112014002065A2 (es) |
| CA (1) | CA2842750A1 (es) |
| FR (1) | FR2978764B1 (es) |
| PL (1) | PL2739603T3 (es) |
| WO (1) | WO2013017782A1 (es) |
| ZA (1) | ZA201400886B (es) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR3001965B1 (fr) * | 2013-02-08 | 2015-02-20 | Arkema France | Procede de synthese d'aminoacide par metathese, hydrolyse puis hydrogenation |
| FR3001966A1 (fr) * | 2013-02-08 | 2014-08-15 | Arkema France | Synthese conjuguee d'un nitrile- ester/acide et d'un diester/diacide |
| FR3001964B1 (fr) | 2013-02-08 | 2015-02-20 | Arkema France | Synthese de compose insature ramifie par metathese croisee |
| FR3002227B1 (fr) * | 2013-02-20 | 2021-10-01 | Arkema France | Procede de nitrilation en phase gaz et liquide gaz |
| 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 |
| FR3041634B1 (fr) | 2015-09-30 | 2017-10-20 | Arkema France | Composition a base d'amino acide ou ester de qualite polymere et procedes d'obtention |
| US10774035B2 (en) | 2016-09-23 | 2020-09-15 | Umicore Ag & Co. Kg | Preparation of amino acids and amino acid derivatives |
| US20240132424A1 (en) * | 2021-02-11 | 2024-04-25 | Petróleo Brasileiro S.A. – Petrobras | Method for the coproduction of c10 to c13 olefins and esters from fatty acid methyl esters |
| IT202100022328A1 (it) * | 2021-08-25 | 2023-02-25 | Versalis Spa | Metodo per la preparazione di acidi ω-ammino-carbossilici e loro derivati. |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB741739A (en) | 1953-02-23 | 1955-12-14 | Courtaulds Ltd | Improvements in and relating to the production of omega-amino nonanoic acid |
| FR2938533B1 (fr) | 2008-11-17 | 2010-11-19 | Arkema France | Procede de synthese d'un omega-aminoacide ou ester a partir d'un acide ou ester gras mono-insature |
| FR2959742B1 (fr) * | 2010-05-07 | 2012-08-24 | Arkema France | Procede de preparation d'amino-acides ou esters satures comprenant une etape de metathese |
-
2011
- 2011-08-01 FR FR1157020A patent/FR2978764B1/fr not_active Expired - Fee Related
-
2012
- 2012-07-26 EP EP12744111.1A patent/EP2739603B1/fr not_active Not-in-force
- 2012-07-26 CA CA2842750A patent/CA2842750A1/fr not_active Abandoned
- 2012-07-26 JP JP2014523363A patent/JP5981542B2/ja not_active Expired - Fee Related
- 2012-07-26 WO PCT/FR2012/051770 patent/WO2013017782A1/fr not_active Ceased
- 2012-07-26 CN CN201280048363.1A patent/CN103842331B/zh not_active Expired - Fee Related
- 2012-07-26 KR KR1020147005099A patent/KR20140050082A/ko not_active Withdrawn
- 2012-07-26 PL PL12744111T patent/PL2739603T3/pl unknown
- 2012-07-26 US US14/234,879 patent/US8884041B2/en not_active Expired - Fee Related
- 2012-07-26 BR BR112014002065A patent/BR112014002065A2/pt not_active IP Right Cessation
- 2012-08-01 AR ARP120102795A patent/AR087404A1/es active IP Right Grant
-
2014
- 2014-02-05 ZA ZA2014/00886A patent/ZA201400886B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US8884041B2 (en) | 2014-11-11 |
| EP2739603A1 (fr) | 2014-06-11 |
| ZA201400886B (en) | 2015-11-25 |
| CA2842750A1 (fr) | 2013-02-07 |
| JP5981542B2 (ja) | 2016-08-31 |
| CN103842331A (zh) | 2014-06-04 |
| EP2739603B1 (fr) | 2015-06-17 |
| BR112014002065A2 (pt) | 2017-02-21 |
| US20140187808A1 (en) | 2014-07-03 |
| FR2978764B1 (fr) | 2013-08-16 |
| WO2013017782A1 (fr) | 2013-02-07 |
| FR2978764A1 (fr) | 2013-02-08 |
| JP2014524938A (ja) | 2014-09-25 |
| CN103842331B (zh) | 2015-11-25 |
| KR20140050082A (ko) | 2014-04-28 |
| PL2739603T3 (pl) | 2015-11-30 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AR087404A1 (es) | PROCEDIMIENTO DE SINTESIS DE UN w-AMINOACIDO O ESTER A PARTIR DE UN ACIDO O ESTER GRASO MONO-INSATURADO | |
| ES2580004T3 (es) | Método de preparación de aminoácidos o ésteres saturados que comprende una etapa de metátesis | |
| MY152981A (en) | Method for the synthesis of an omega-amino acid or ester starting from a monounsaturated fatty acid or ester | |
| MY153613A (en) | Method for synthesizing an omega-amino acid or ester from a monounsaturated fatty acid or ester | |
| AR087951A1 (es) | PROCEDIMIENTO DE SINTESIS DE ESTERES DE ACIDOS w-AMINO-ALCANOICOS EN C₁₁ Y C₁₂ QUE COMPORTA UNA ETAPA DE METATESIS | |
| EA200970508A1 (ru) | Способ превращения нитрильных соединений в карбоновые кислоты и в соответствующие сложные эфиры | |
| EA201490361A1 (ru) | Способ получения пав на основе жирных ациламидокарбоновых кислот | |
| EA201600471A1 (ru) | Экстрагированный растительный липид, содержащий длинноцепочечные полиненасыщенные жирные кислоты | |
| MY152089A (en) | Continuous method for producing esters of aliphatic carboxylic acids | |
| EA201590026A1 (ru) | Выработка длинноцепочечных полиненасыщенных жирных кислот в растительных клетках | |
| RU2013147638A (ru) | Новое соединение сложного эфира карбоновой кислоты и способ его получения, и композиция душистых веществ | |
| MY147656A (en) | Adducts of levulinic derivatives with epoxidized fatty acid esters and uses thereof | |
| MX338318B (es) | Poliesteres ramificados con grupos sulfonato. | |
| UY31523A1 (es) | Procedimiento para la preparacion de esteres alquilicos de acidos grasos | |
| IL192409A0 (en) | Method of preparing polyalkylene oxide carboxylic acids | |
| FI20115878A7 (fi) | Menetelmä cis-9,10-epoksi-18-hydroksioktadekaanihapporikasteisen kiinteän ja/tai öljymäisen jakeen erottamiseksi suberiinia ja/tai kutiinia sisältävistä kasveista | |
| MY180915A (en) | Combined synthesis of a nitrile-ester/acid and of a diester/disacid | |
| MX2016017052A (es) | Metodo mejorado de fabricacion de (met) acrilatos de alquilo. | |
| MY156524A (en) | Method for inhibiting the polymerization of (meth)acrylic acid and/or (meth)acrylic acid esters | |
| MX341198B (es) | Poliesteres ramificados con grupos sulfonato. | |
| MX2017008424A (es) | Metodo para producir esteres de acidos (met) acrilicos de alcoholes furilicos mediante el uso de una lipasa. | |
| BR112014000869A2 (pt) | processo e éster vinílico | |
| NZ593781A (en) | Polyunsaturated fatty acid and diol ester as an anti-acne agent | |
| RU2011114131A (ru) | Жировая или масляная композиция | |
| MY207875A (en) | Fatty acid esterification process |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant, registration |