FR2455024A1 - Nouveau procede de dedoublement des acides d,l-cis 2,2-dimethyl 3-(2',2'-dihalovinyl) cyclopropane-1-carboxylique - Google Patents

Nouveau procede de dedoublement des acides d,l-cis 2,2-dimethyl 3-(2',2'-dihalovinyl) cyclopropane-1-carboxylique

Info

Publication number
FR2455024A1
FR2455024A1 FR7908338A FR7908338A FR2455024A1 FR 2455024 A1 FR2455024 A1 FR 2455024A1 FR 7908338 A FR7908338 A FR 7908338A FR 7908338 A FR7908338 A FR 7908338A FR 2455024 A1 FR2455024 A1 FR 2455024A1
Authority
FR
France
Prior art keywords
ephedrine
dihalovinyl
cyclopropane
cis
dimethyl
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
Application number
FR7908338A
Other languages
English (en)
Other versions
FR2455024B1 (fr
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.)
Sanofi Aventis France
Original Assignee
Roussel Uclaf SA
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Roussel Uclaf SA filed Critical Roussel Uclaf SA
Priority to FR7908338A priority Critical patent/FR2455024A1/fr
Priority to SE8000740A priority patent/SE447822B/sv
Priority to HU80208A priority patent/HU185212B/hu
Priority to IT48118/80A priority patent/IT1144044B/it
Priority to US06/130,994 priority patent/US4328173A/en
Priority to ES489922A priority patent/ES489922A1/es
Priority to CA348,882A priority patent/CA1127183A/fr
Priority to JP4125080A priority patent/JPS55133330A/ja
Priority to CH2625/80A priority patent/CH648284A5/fr
Priority to GB8011160A priority patent/GB2047696B/en
Priority to BE0/200085A priority patent/BE882595A/fr
Priority to NL8001953A priority patent/NL192681C/nl
Priority to DE3051212A priority patent/DE3051212C2/de
Priority to DE19803013151 priority patent/DE3013151A1/de
Publication of FR2455024A1 publication Critical patent/FR2455024A1/fr
Application granted granted Critical
Publication of FR2455024B1 publication Critical patent/FR2455024B1/fr
Priority to JP63307958A priority patent/JPH02134A/ja
Priority to NL9600013A priority patent/NL9600013A/nl
Granted legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/42Separation; Purification; Stabilisation; Use of additives
    • C07C51/487Separation; 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 PROCEDE DE DEDOUBLEMENT DES ACIDES D,L-CIS ET D,L-TRANS 2,2-DIMETHYL 3-(2,2-DIHALOVINYL) CYCLOPROPANE-1-CARBOXYLIQUES DE FORMULE I: (CF DESSIN DANS BOPI) DANS LAQUELLE X REPRESENTE UN ATOME DE FLUOR, DE CHLORE OU DE BROME, CARACTERISE EN CE QUE L'ON SALIFIE UN ACIDE DE FORMULE (I) PAR UN COMPOSE CHOISI PARMI LA D-EPHEDRINE, LA L-EPHEDRINE, LA D-N-METHYL EPHEDRINE, LA L-N-METHYL EPHEDRINE, LA D-PSEUDO-EPHEDRINE ET LA L-PSEUDO-EPHEDRINE DANS UN SOLVANT ORGANIQUE, PUIS ON ISOLE ET TRAITE LE SEL CRISTALLISE FORME PAR HYDROLYSE ACIDE POUR OBTENIR L'ACIDE CORRESPONDANT DEDOUBLE.
FR7908338A 1979-04-03 1979-04-03 Nouveau procede de dedoublement des acides d,l-cis 2,2-dimethyl 3-(2',2'-dihalovinyl) cyclopropane-1-carboxylique Granted FR2455024A1 (fr)

Priority Applications (16)

Application Number Priority Date Filing Date Title
FR7908338A FR2455024A1 (fr) 1979-04-03 1979-04-03 Nouveau procede de dedoublement des acides d,l-cis 2,2-dimethyl 3-(2',2'-dihalovinyl) cyclopropane-1-carboxylique
SE8000740A SE447822B (sv) 1979-04-03 1980-01-30 Sett att spalta d,l-cis- och d,l-trans-2,2-dimetyl-3-(2,2-dihalogenvinyl)-cyklopropan-1-karboxylsyror
HU80208A HU185212B (en) 1979-04-03 1980-01-31 Process for the resolution of d,1-cys- and d,1-trans-isomers of 2,2-dimethyl-3-/2,2-dihalo-vinyl/-coclopropane-1-carboxylic acid
IT48118/80A IT1144044B (it) 1979-04-03 1980-03-10 Procedimento di separazione degli acidi d l-cis e d l-trans 2,2-dimetil 3-(2,2-dialogenovinil)ciclopropan-1-carbossilici
US06/130,994 US4328173A (en) 1979-04-03 1980-03-17 Resolution of D,L-cis and D,L-trans 2,2-dimethyl-3-(2,2-dihalovinyl)-cyclopropane-1-carboxylic acids and salts thereof
ES489922A ES489922A1 (es) 1979-04-03 1980-03-26 Procedimiento de desdoblamiento de los acidos d,l-cis y d,l-trans 2,2-dimetil-3-(2,2-dihalogenovinil)ciclopropa- no-1-carboxilicos
CA348,882A CA1127183A (fr) 1979-04-03 1980-03-31 Procede de dedoublement des acides dl-cis et dl-trans-2,2-dimethyl-3-(2',2'-dihalovinyl) cyclopropane-1-carboxylique
JP4125080A JPS55133330A (en) 1979-04-03 1980-04-01 Novel division of d*llcissand d*lltranss 2*22dimethyll33*2*22dihalovinyl*cyclopropanee 11carboxylic acid
CH2625/80A CH648284A5 (fr) 1979-04-03 1980-04-02 Procede de dedoublement des acides d,l-cis et d,l-trans 2,2-dimethyl 3-(2,2-dihalovinyl) cyclopropane-1-carboxyliques.
GB8011160A GB2047696B (en) 1979-04-03 1980-04-02 Resolution of d,l-cis-and d,l-trans-2,2-dimethyl-3-(2,2-dihalovinyl)-cyclopropane-1-carboxylic acids
BE0/200085A BE882595A (fr) 1979-04-03 1980-04-02 Nouveau procede de dedoublement des acides d,l-cis et d,l-trans 2,2-dimethyl 3-(2,2-dihalovinyl) cyclopropane-1-carboxyliques
NL8001953A NL192681C (nl) 1979-04-03 1980-04-02 Werkwijze voor de splitsing van D,L-cis- en D,L-trans 2,2-dimethyl-3-(2,2-dibroomvinyl) cyclopropaan-1-carbonzuren.
DE3051212A DE3051212C2 (fr) 1979-04-03 1980-04-03
DE19803013151 DE3013151A1 (de) 1979-04-03 1980-04-03 Neues verfahren zur spaltung der d,l-cis- und d,l-trans-2,2-dimethyl-3- (2,2-dihalogenvinyl)-cyclopropan-1-carbonsaeuren
JP63307958A JPH02134A (ja) 1979-04-03 1988-12-07 D,L‐cis‐及びD,L‐trans‐2,2‐ジメチル‐3‐(2,2‐ジハロビニル)シクロプロパン‐1‐カルボン酸の分割方法で得られる中間体塩
NL9600013A NL9600013A (nl) 1979-04-03 1996-08-08 Werkwijze voor de splitsing van D,L-cis- en D,L-trans-2,2-dimethyl-3- (2,2-dichloorvinyl)cyclopropaan-1-carbonzuren.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7908338A FR2455024A1 (fr) 1979-04-03 1979-04-03 Nouveau procede de dedoublement des acides d,l-cis 2,2-dimethyl 3-(2',2'-dihalovinyl) cyclopropane-1-carboxylique

Publications (2)

Publication Number Publication Date
FR2455024A1 true FR2455024A1 (fr) 1980-11-21
FR2455024B1 FR2455024B1 (fr) 1981-10-02

Family

ID=9223879

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7908338A Granted FR2455024A1 (fr) 1979-04-03 1979-04-03 Nouveau procede de dedoublement des acides d,l-cis 2,2-dimethyl 3-(2',2'-dihalovinyl) cyclopropane-1-carboxylique

Country Status (13)

Country Link
US (1) US4328173A (fr)
JP (2) JPS55133330A (fr)
BE (1) BE882595A (fr)
CA (1) CA1127183A (fr)
CH (1) CH648284A5 (fr)
DE (2) DE3051212C2 (fr)
ES (1) ES489922A1 (fr)
FR (1) FR2455024A1 (fr)
GB (1) GB2047696B (fr)
HU (1) HU185212B (fr)
IT (1) IT1144044B (fr)
NL (1) NL192681C (fr)
SE (1) SE447822B (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2770519A1 (fr) * 1997-10-31 1999-05-07 Gharda Chemicals Limited PROCEDE DE RESOLUTION DES ACIDES (+) - cis-2,2-DIMETHYL-3- (2,2-DIHALOGENOVINYL)-CYCLOPROPANE-1-CARBOXYLIQUES

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
HU185030B (en) * 1981-02-20 1984-11-28 Chinoin Gyogyszer Es Vegyeszet Process for producing isomere mixtures of pure dichloro-vinyl-cyclopropane-carboxylic acids
AU543276B2 (en) * 1981-06-18 1985-04-18 Stauffer Chemical Company Resolution of dl-trans-chrysanthemic acid
HU188335B (en) * 1982-11-25 1986-04-28 Chinoin Gyogyszer Es Vegyeszeti Termekek Gyara Rt,Hu Process for preparing optically active derivatives of cyclopropane-carboxylic acid
JPH02131883U (fr) * 1989-04-04 1990-11-01
JP2517125B2 (ja) * 1989-11-09 1996-07-24 松下電器産業株式会社 雑音消去回路
ITMI20050231A1 (it) * 2005-02-17 2006-08-18 Endura Spa Processo per l'ottenimento di enantiomeri dell'acido crisantemico

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3590077A (en) * 1966-01-26 1971-06-29 Roussel Uclaf Salts of chrysanthemic acid with 1-p-nitrophenyl - 2-n,n - dimethyl-aminopropane-1,3-diols
FR1505423A (fr) * 1966-08-26 1967-12-15 Roussel Uclaf Nouveaux dérivés du cyclopropane et procédé de préparation
US4014918A (en) * 1968-07-12 1977-03-29 Roussel-Uclaf Process for the preparation of cyclopropane derivatives and compounds produced therein
US3739019A (en) * 1969-07-02 1973-06-12 Sumitomo Chemical Co Preparation of optically active trans chrysanthemic acid
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
US4024163A (en) * 1972-05-25 1977-05-17 National Research Development Corporation Insecticides
IE41614B1 (en) * 1973-08-15 1980-02-13 Nat Res Dev Substituted 2,2-dimethyl cylopropane carboxylic acid estersprocess for their preperation and their use as insecticides
JPS562060B2 (fr) * 1974-04-09 1981-01-17
JPS5136441A (en) * 1974-09-20 1976-03-27 Sumitomo Chemical Co * purasu * toransu 2*22 jimechiru 33 * 2*22 jikurorubiniru * shikuroburopankarubonsannoshutokuhoho
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
DE2826952A1 (de) * 1978-06-20 1980-01-10 Bayer Ag Enantiomerentrennung von chiralen carbonsaeuren
US4229593A (en) * 1979-05-29 1980-10-21 Fmc Corporation Method to prepare (+)-cis-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylic acid

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2770519A1 (fr) * 1997-10-31 1999-05-07 Gharda Chemicals Limited PROCEDE DE RESOLUTION DES ACIDES (+) - cis-2,2-DIMETHYL-3- (2,2-DIHALOGENOVINYL)-CYCLOPROPANE-1-CARBOXYLIQUES

Also Published As

Publication number Publication date
CH648284A5 (fr) 1985-03-15
IT1144044B (it) 1986-10-29
DE3013151C2 (fr) 1990-10-11
DE3013151A1 (de) 1980-10-23
NL8001953A (nl) 1980-10-07
JPH02134A (ja) 1990-01-05
SE447822B (sv) 1986-12-15
HU185212B (en) 1984-12-28
JPH0314818B2 (fr) 1991-02-27
JPH0134979B2 (fr) 1989-07-21
CA1127183A (fr) 1982-07-06
US4328173A (en) 1982-05-04
GB2047696B (en) 1983-04-20
GB2047696A (en) 1980-12-03
FR2455024B1 (fr) 1981-10-02
NL192681C (nl) 1997-12-02
BE882595A (fr) 1980-10-02
SE8000740L (sv) 1980-10-04
ES489922A1 (es) 1980-10-01
NL192681B (nl) 1997-08-01
DE3051212C2 (fr) 1991-06-27
IT8048118A0 (it) 1980-03-10
JPS55133330A (en) 1980-10-17

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