FR2443452A1 - Nouveau procede de dedoublement de l'acide dl cis et dl trans chrysanthemique - Google Patents
Nouveau procede de dedoublement de l'acide dl cis et dl trans chrysanthemiqueInfo
- Publication number
- FR2443452A1 FR2443452A1 FR7834591A FR7834591A FR2443452A1 FR 2443452 A1 FR2443452 A1 FR 2443452A1 FR 7834591 A FR7834591 A FR 7834591A FR 7834591 A FR7834591 A FR 7834591A FR 2443452 A1 FR2443452 A1 FR 2443452A1
- Authority
- FR
- France
- Prior art keywords
- splitting
- trans
- chrysanthemic
- new process
- acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000000034 method Methods 0.000 title abstract 2
- VGKZBAMIYUHSMU-UHFFFAOYSA-N 4-[[2-chloroethyl(nitroso)carbamoyl]amino]cyclohexane-1-carboxylic acid Chemical compound OC(=O)C1CCC(NC(=O)N(CCCl)N=O)CC1 VGKZBAMIYUHSMU-UHFFFAOYSA-N 0.000 title 1
- 239000002253 acid Substances 0.000 abstract 3
- XLOPRKKSAJMMEW-SFYZADRCSA-N (+)-trans-chrysanthemic acid Chemical compound CC(C)=C[C@@H]1[C@@H](C(O)=O)C1(C)C XLOPRKKSAJMMEW-SFYZADRCSA-N 0.000 abstract 1
- FMCGSUUBYTWNDP-MWLCHTKSSA-N (1s,2r)-2-(dimethylamino)-1-phenylpropan-1-ol Chemical compound CN(C)[C@H](C)[C@@H](O)C1=CC=CC=C1 FMCGSUUBYTWNDP-MWLCHTKSSA-N 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/487—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to chemical modification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
L'invention concerne un procédé de dédoublement de l'acide DL cis et DL trans chrysanthémique, caractérisé en ce que l'on fait réagir ledit acide avec la L ou la D N-méthyl éphédrine dans un solvant organique puis isole et décompose par hydrolyse acide le sel formé cristallisé et obtient l'acide correspondant.
Priority Applications (13)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7834591A FR2443452A1 (fr) | 1978-12-08 | 1978-12-08 | Nouveau procede de dedoublement de l'acide dl cis et dl trans chrysanthemique |
SE7908765A SE430984B (sv) | 1978-12-08 | 1979-10-23 | Sett att spalta dl-cis och dl-trans krysantemsyra |
US06/096,028 US4257976A (en) | 1978-12-08 | 1979-11-20 | Resolution process using L or D N-methyl-ephedrine |
CA341,406A CA1127180A (fr) | 1978-12-08 | 1979-12-06 | Procede de dedoublement de l'acide dl cis et dl trans chrysanthemique |
HU79RO1050A HU181948B (en) | 1978-12-08 | 1979-12-06 | Process for the resolution of dl-cys- and dl-trans-2,2-dimethyl-3-/2'-methyl-1'-propylene/-cyclopropane-1-carboxylic acid /chrysanthemic acid/ |
DE19792949384 DE2949384A1 (de) | 1978-12-08 | 1979-12-07 | Neues verfahren zur spaltung der dl-cis- und dl-trans-chrysanthemumsaeure |
CH1087779A CH641751A5 (fr) | 1978-12-08 | 1979-12-07 | Nouveau procede de dedoublement de l'acide dl-cis et dl-trans chrysanthemique. |
BE0/198472A BE880490A (fr) | 1978-12-08 | 1979-12-07 | Nouveau procede de dedoublement de l'acide dl-cis et dl-trans chrysanthemique |
ES486670A ES486670A1 (es) | 1978-12-08 | 1979-12-07 | Un procedimiento de desdoblamiento del acido dl-cis y dl- trans crisantemico |
IT51027/79A IT1164774B (it) | 1978-12-08 | 1979-12-07 | Procedimento di separazione dell'acido dl-cis crisantemico e dell'acido dl-trans crisantemico |
GB7942289A GB2039895B (en) | 1978-12-07 | 1979-12-07 | 4-substituted-2(1h)quinazolinones |
JP15822679A JPS56108736A (en) | 1978-12-08 | 1979-12-07 | Novel resolution of dllciss and dlltransschrysanthemic acid |
NL7908881A NL7908881A (nl) | 1978-12-08 | 1979-12-10 | Nieuwe werkwijze voor de splitsing van dl-cis en dl-trans chrysanthemumzuur. |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7834591A FR2443452A1 (fr) | 1978-12-08 | 1978-12-08 | Nouveau procede de dedoublement de l'acide dl cis et dl trans chrysanthemique |
Publications (2)
Publication Number | Publication Date |
---|---|
FR2443452A1 true FR2443452A1 (fr) | 1980-07-04 |
FR2443452B1 FR2443452B1 (fr) | 1981-08-14 |
Family
ID=9215840
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR7834591A Granted FR2443452A1 (fr) | 1978-12-07 | 1978-12-08 | Nouveau procede de dedoublement de l'acide dl cis et dl trans chrysanthemique |
Country Status (12)
Country | Link |
---|---|
US (1) | US4257976A (fr) |
JP (1) | JPS56108736A (fr) |
BE (1) | BE880490A (fr) |
CA (1) | CA1127180A (fr) |
CH (1) | CH641751A5 (fr) |
DE (1) | DE2949384A1 (fr) |
ES (1) | ES486670A1 (fr) |
FR (1) | FR2443452A1 (fr) |
HU (1) | HU181948B (fr) |
IT (1) | IT1164774B (fr) |
NL (1) | NL7908881A (fr) |
SE (1) | SE430984B (fr) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU543276B2 (en) * | 1981-06-18 | 1985-04-18 | Stauffer Chemical Company | Resolution of dl-trans-chrysanthemic acid |
US4542235A (en) * | 1982-04-12 | 1985-09-17 | Sumitomo Chemical Company, Limited | Method for producing an optically active 2,2-dimethylcyclopropanecarboxylic acid |
US4663474A (en) * | 1983-02-22 | 1987-05-05 | Pfizer Inc. | Synthetic intermediates for a chiral 3-(substituted-phenyl)-4-(3-hydroxypropyl) cyclohexanol |
CA2137378C (fr) | 1992-06-05 | 2008-08-05 | Stephen Brian Henry Kent | Compositions de d-enzyme et methodes d'utilisation |
US5447897A (en) * | 1993-05-17 | 1995-09-05 | Shell Oil Company | Ethylene oxide catalyst and process |
ITMI20050231A1 (it) * | 2005-02-17 | 2006-08-18 | Endura Spa | Processo per l'ottenimento di enantiomeri dell'acido crisantemico |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1394170A (en) * | 1971-08-12 | 1975-05-14 | Richter Gedeon Vegyeszet | Process for the preparation of alpha-aminoxy-carboxylic acids |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR92748E (fr) * | 1966-01-26 | 1968-12-20 | Roussel Uclaf | Nouveaux composés optiquement actifs et procédé pour leur utilisation au dédoublement de produits racémiques. |
FR1536458A (fr) * | 1967-07-07 | 1968-08-16 | Roussel Uclaf | Procédé d'obtention de l'acide d-trans chrysanthémique |
NL6705942A (fr) * | 1966-04-27 | 1967-10-30 | ||
FR1507192A (fr) * | 1966-08-26 | 1967-12-29 | Roussel Uclaf | Nouvelles aryl allylsulfones et procédé de préparation |
US3739019A (en) * | 1969-07-02 | 1973-06-12 | Sumitomo Chemical Co | Preparation of optically active trans chrysanthemic acid |
BE755498A (fr) * | 1969-09-12 | 1971-02-01 | Sumitomo Chemical Co | Preparation d'acide chrysanthemique optiquement |
BE790240A (fr) * | 1971-10-19 | 1973-02-15 | Sumitomo Chemical Co | Procede de preparation de l'acide mixte (+)-cis, (+)-trans- chrysanthemique |
JPS5123497B2 (fr) * | 1972-01-07 | 1976-07-17 | ||
JPS4992049A (fr) * | 1973-01-09 | 1974-09-03 | ||
JPS51143647A (en) * | 1975-06-06 | 1976-12-10 | Sumitomo Chem Co Ltd | Process for obtaining optically active trans-2,2-dimethyl-3-(2,2-dichl orovinyl) cyclopropanecarboxylic acid |
-
1978
- 1978-12-08 FR FR7834591A patent/FR2443452A1/fr active Granted
-
1979
- 1979-10-23 SE SE7908765A patent/SE430984B/sv not_active IP Right Cessation
- 1979-11-20 US US06/096,028 patent/US4257976A/en not_active Expired - Lifetime
- 1979-12-06 HU HU79RO1050A patent/HU181948B/hu not_active IP Right Cessation
- 1979-12-06 CA CA341,406A patent/CA1127180A/fr not_active Expired
- 1979-12-07 CH CH1087779A patent/CH641751A5/fr not_active IP Right Cessation
- 1979-12-07 ES ES486670A patent/ES486670A1/es not_active Expired
- 1979-12-07 JP JP15822679A patent/JPS56108736A/ja active Granted
- 1979-12-07 BE BE0/198472A patent/BE880490A/fr not_active IP Right Cessation
- 1979-12-07 IT IT51027/79A patent/IT1164774B/it active
- 1979-12-07 DE DE19792949384 patent/DE2949384A1/de active Granted
- 1979-12-10 NL NL7908881A patent/NL7908881A/nl active Search and Examination
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1394170A (en) * | 1971-08-12 | 1975-05-14 | Richter Gedeon Vegyeszet | Process for the preparation of alpha-aminoxy-carboxylic acids |
Also Published As
Publication number | Publication date |
---|---|
US4257976A (en) | 1981-03-24 |
ES486670A1 (es) | 1980-05-16 |
NL7908881A (nl) | 1980-06-10 |
BE880490A (fr) | 1980-06-09 |
CH641751A5 (fr) | 1984-03-15 |
DE2949384A1 (de) | 1980-06-26 |
JPS6410508B2 (fr) | 1989-02-22 |
FR2443452B1 (fr) | 1981-08-14 |
HU181948B (en) | 1983-11-28 |
IT7951027A0 (it) | 1979-12-07 |
JPS56108736A (en) | 1981-08-28 |
SE7908765L (sv) | 1980-06-09 |
IT1164774B (it) | 1987-04-15 |
SE430984B (sv) | 1983-12-27 |
DE2949384C2 (fr) | 1990-09-13 |
CA1127180A (fr) | 1982-07-06 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
ATE29131T1 (de) | Fluessige 2-hydroxymethylthiobuttersaeure und verfahren zu deren herstellung. | |
ATE3286T1 (de) | Verfahren zur reinigung organischer percarbonsaeureloesungen. | |
FR2443452A1 (fr) | Nouveau procede de dedoublement de l'acide dl cis et dl trans chrysanthemique | |
BE877206A (fr) | Procede de preparation d'esters de l'acide oxalique | |
RO81958B (ro) | Procedeu pentru prepararea esterului acidului d-2-izopropil-2-paraclorfenilacetic cu alcoolul(s) alfa-cian-3-fenoxibenzilic | |
SE8202050L (sv) | Forfarande for framstellning av d-2-(6-metoxi-2-naftyl)-propionsyra | |
FR2362830A1 (fr) | Procede de transformation de sulfonate d'allethrolone optiquement active en allethrolone optiquement active de configuration antipodale de celle du sulfonate de depart | |
ES8400727A1 (es) | "metodo de producir un ester dialilico de acido tetrabromoftalico". | |
BR7601862A (pt) | Processo para a preparacao de acido acetico praticamente isento de acido formico | |
BE806073A (fr) | Procede d'elimination de l'acide fluodrhydrique a partir de composes fluores organiques | |
ES495482A0 (es) | Procedimiento para la recuperacion de acidos carboxilicos a partir de mezclas que contienen esteres de glicoles deriva- dos de estos acidos | |
GB1462217A (en) | Process for the preparation of citric acid esters citric acid or salts of citric acid | |
ES376520A1 (es) | Un procedimiento mejorado para convertir un ester de sulfo-xido de penicilina a un ester de desacetoxicefalosporina. | |
ATE12391T1 (de) | Verfahren zur herstellung von tetronsaeure. | |
BE874883A (fr) | Procede de decomposition thermique de solutions aqueuses de chlorure ferrique a teneur en acide chlorhydrique | |
EP0065707A3 (en) | Process for the preparation of dimedone | |
GB1046047A (en) | Process for the manufacture of trans-2-chlorobutene-(2) | |
ES2011581A6 (es) | Procedimiento de produccion de compuestos oximicos o-substituidos. | |
WO1991014700A3 (fr) | PROCEDE DE DESHYDRATATION DE 9α-HYDROXY STEROIDES | |
GB1041414A (en) | Improvements relating to the manufacture of cyclamates | |
KR830005233A (ko) | 6-[d(-)-알파-(4-c_1~c_4)알킬-2,3-디옥소-1-피페라지노 카르보닐아미노)페닐아세트아미도] 페니실란산 제조방법 | |
FR2410651A2 (fr) | Procede d'obtention du 3-bromophtalide | |
SU1047140A1 (ru) | 2-п-Метоксифенил-3-ди[п-метоксифенил]гликолоилгидразоноиндоленин, проявляющий противовоспалительную и анальгетическую активность, и способ его получения | |
ES8400385A1 (es) | "un metodo de preparar un ester dialilico de acido tetraclorooftalico". | |
ES488223A1 (es) | Procedimiento para la preparacion en estado puro de acido trans,trans-farnesilacetico |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
ST | Notification of lapse |