CA1261340C - - Google Patents

Info

Publication number
CA1261340C
CA1261340C CA 371692 CA371692A CA1261340C CA 1261340 C CA1261340 C CA 1261340C CA 371692 CA371692 CA 371692 CA 371692 A CA371692 A CA 371692A CA 1261340 C CA1261340 C CA 1261340C
Authority
CA
Canada
Prior art keywords
haloketals
diluent
lewis acid
esters
alpha
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.)
Expired
Application number
CA 371692
Other languages
English (en)
Other versions
CA1196010A (fr
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=26327432&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=CA1261340(C) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Priority claimed from IT8020187A external-priority patent/IT1212408B/it
Priority claimed from IT8024045A external-priority patent/IT1212431B/it
Application filed filed Critical
Priority to CA000487122A priority Critical patent/CA1261340A/fr
Application granted granted Critical
Publication of CA1196010A publication Critical patent/CA1196010A/fr
Publication of CA1261340C publication Critical patent/CA1261340C/xx
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/44—Iso-indoles; Hydrogenated iso-indoles
    • C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/30—Compounds having groups
    • C07C43/303—Compounds having groups having acetal carbon atoms bound to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/30—Compounds having groups
    • C07C43/315—Compounds having groups containing oxygen atoms singly bound to carbon atoms not being acetal carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/63—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of halogen; by substitution of halogen atoms by other halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
    • C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/16—Radicals substituted by halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/18—Radicals substituted by singly bound oxygen or sulfur atoms
    • C07D317/22—Radicals substituted by singly bound oxygen or sulfur atoms etherified
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/28—Radicals substituted by nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
    • C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/22—Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Steroid Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
CA000371692A 1980-02-26 1981-02-25 Methode de preparation d'esters d'acide 2-(6'-methoxy -2'napthyl)-propionique par rearrangement de nouveaux cetals de 2-halo-1-(6'-methoxy-2'-naphtyl)- propan-1- one; nouveaux esters d'acide 2-(5'-bromo-6'- methoxy- 2'-naphtyl) propionique ainsi obtenus Expired CA1196010A (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CA000487122A CA1261340A (fr) 1980-02-26 1985-07-19 Cetals de 2-halogeno-1-(6'-methoxy-2'-naphtyl)- propan-1-one

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IT8020187A IT1212408B (it) 1980-02-26 1980-02-26 Processo per la produzione di acidi alcanoici alfa sostituiti.
IT8024045A IT1212431B (it) 1980-08-07 1980-08-07 Procedimento per trasformare gli alfa-alogeno-chetali in esteri di acidi alcanoici.

Publications (2)

Publication Number Publication Date
CA1196010A CA1196010A (fr) 1985-10-29
CA1261340C true CA1261340C (fr) 1989-09-26

Family

ID=26327432

Family Applications (2)

Application Number Title Priority Date Filing Date
CA000371692A Expired CA1196010A (fr) 1980-02-26 1981-02-25 Methode de preparation d'esters d'acide 2-(6'-methoxy -2'napthyl)-propionique par rearrangement de nouveaux cetals de 2-halo-1-(6'-methoxy-2'-naphtyl)- propan-1- one; nouveaux esters d'acide 2-(5'-bromo-6'- methoxy- 2'-naphtyl) propionique ainsi obtenus
CA000371673A Expired CA1162554A (fr) 1980-02-26 1981-02-25 Methode de preparation d'esters d'acides alcanoiques par transposition d'alpha-halocetals

Family Applications After (1)

Application Number Title Priority Date Filing Date
CA000371673A Expired CA1162554A (fr) 1980-02-26 1981-02-25 Methode de preparation d'esters d'acides alcanoiques par transposition d'alpha-halocetals

Country Status (15)

Country Link
US (4) US4414405A (fr)
EP (2) EP0034871B2 (fr)
AT (2) ATE16004T1 (fr)
AU (2) AU547057B2 (fr)
CA (2) CA1196010A (fr)
DE (2) DE3171528D1 (fr)
DK (2) DK160545C (fr)
ES (2) ES499749A0 (fr)
FI (2) FI84267C (fr)
IE (2) IE50898B1 (fr)
IL (2) IL62202A (fr)
MX (1) MX155967A (fr)
NO (2) NO155006C (fr)
PH (2) PH16717A (fr)
PT (2) PT72548B (fr)

Families Citing this family (43)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NZ198271A (en) * 1980-09-11 1985-05-31 Syntex Pharma Int Preparation of alpha-aromatic-substituted alkanoic acids and intermediates
IL65629A (en) * 1981-04-30 1987-08-31 Syntex Pharma Int Preparation of alpha-arylalkanoic acids and esters and salts thereof
JPS5810525A (ja) * 1981-06-15 1983-01-21 Sagami Chem Res Center 光学活性な１−芳香族基置換−１−アルカノン類の製造方法
IT1167476B (it) * 1981-07-23 1987-05-13 Blasinachim Spa Procedimento per preparare acidi alcanoici o i loro esteri mediante riarrangiamento di alfa-alogeno-chetoni in mezzo protico e in presenza di un sale di un metallo non nobile
US5210258A (en) * 1981-12-11 1993-05-11 Syntex Pharmaceuticals International Ltd. Optically active alpha-naththylalkyl ketones
US4749804A (en) * 1981-12-11 1988-06-07 Syntex (U.S.A.) Inc. Preparation of stereoisomers of ketals
US4912254A (en) * 1981-12-11 1990-03-27 Syntex Pharmaceutical International Limited Preparation of α-arylalkanoic acids
FI82680C (fi) * 1981-12-11 1991-04-10 Syntex Pharma Int Framstaellning av - arylalkansyror.
IT1190741B (it) * 1982-03-22 1988-02-24 Blaschim Spa Procedimento per preparare esteri dell'acido 2-(6'-metossi-2'-naftil)-propionico
US4623736A (en) * 1982-07-09 1986-11-18 The Upjohn Company Arylalkanoic acid process improvement
EP0101124B1 (fr) * 1982-08-06 1986-01-29 ZAMBON S.p.A. Procédé pour préparer des acides alpha-arylalcanoiques
IT1212709B (it) * 1983-03-07 1989-11-30 Zambon Spa Alfa-alogenoalchilarilchetali particolarmente utili per la sintesi di acidi alfa-arilalcanoici.
IT1210947B (it) * 1982-11-03 1989-09-29 Zambon Spa Procedimento per preparare esteri di acidi arilalcanoici
US4594442A (en) * 1983-05-02 1986-06-10 Hoffman-La Roche Inc. Naphthalenyloxy substituted carboxylic acids
FR2547578B1 (fr) * 1983-06-20 1987-07-10 Fabre Sa Pierre Acides (biphenylyl-4)-2 propioniques, nouveau procede de preparation et utilisation comme intermediaires de synthese
DE3567209D1 (en) * 1984-04-06 1989-02-09 Zambon Spa Optically active ketals, processes for their preparation and their use in the synthesis of apha-arylakanoic acids
US4649213A (en) * 1984-04-14 1987-03-10 Kyowa Hakko Kogyo Co. Ltd. Process for producing an α-aromatic group substituted alkanoic acid derivative
IT1174084B (it) * 1984-05-10 1987-07-01 Blaschim Spa Procentimento per preparare il naproxen
US4670586A (en) * 1984-09-12 1987-06-02 Nippon Chemicals Co., Ltd. Method for the production of α-aryl-alkanoic acid
IT1190362B (it) * 1985-05-30 1988-02-16 Zambon Spa Preparazione del (6-metossi-2-naftil)-(1-bormoetil)-chetone e dei suoi derivati
IT1188181B (it) * 1985-07-31 1988-01-07 Zambon Spa Processo per la preparazione di acidi carbossilici otticamente attivi e relativi intermedi
IT1201443B (it) * 1985-07-31 1989-02-02 Zambon Spa Intermedi per la sintesi di acidi carbossilici
US4912248A (en) * 1987-05-18 1990-03-27 The Procter & Gamble Company Novel anti-inflammatory agents, pharmaceutical compositions and methods for reducing inflammation
IT1240228B (it) * 1989-01-25 1993-11-27 Syntex Inc Preparazione di acidi alfa-metilarenacetici.
ES2054106T3 (es) * 1989-01-27 1994-08-01 Givaudan & Cie Sa Acetales de oxotetralinas y de oxoindanos.
US5286902A (en) * 1991-04-15 1994-02-15 Koch Industries, Inc. Process for preparation of 2-(6-methoxy-2-naphthyl)propionic acid and intermediates therefor utilizing 2,6-diisopropylnaphthalene
IT1251958B (it) * 1991-10-18 1995-05-27 Zambon Spa Processo per la dealogenazione di derivati del naftalene
DE4318069C1 (de) * 1993-06-01 1994-03-31 Cassella Ag Verfahren zur Herstellung von 5-Brom-6-methoxy-1-naphthoesäuremethylester
JP3415670B2 (ja) * 1994-03-03 2003-06-09 三菱電機株式会社 ウエハ洗浄装置
US6080888A (en) * 1997-01-08 2000-06-27 Albemarle Corporation Preparation of olefinic compounds and carboxylic derivatives thereof
US6096920A (en) * 1997-01-08 2000-08-01 Albemarle Corporation Preparation of carboxylic compounds and their derivatives
US5792886A (en) * 1997-01-08 1998-08-11 Albemarle Corporation Production of racemic 2-(6-methoxy-2-naphthyl) propionic acid of precursors thereof
US5859292A (en) * 1997-12-11 1999-01-12 Albemarle Corporation Preparation of high purity sodium (S)-2(6-methoxy-2-naphthyl)propionate
US5874614A (en) * 1997-12-11 1999-02-23 Albemarle Corporation Sodium (S)-2-(6-methoxy-2-naphthyl)propionate monohydrate
US6355666B1 (en) 2000-06-23 2002-03-12 Medinox, Inc. Protected forms of pharmacologically active agents and uses therefor
FR2827602A1 (fr) * 2001-07-23 2003-01-24 Rhodia Chimie Sa Procede de preparation de alpha-halogenoalkylarylcetones et de leurs produits intermediaires halogenes de type cetal cyclique
SK16482002A3 (sk) * 2002-11-20 2004-06-08 Slovakofarma, A. S. Spôsob prípravy substituovaných derivátov 2-aryl alkánových kyselín
US7222373B2 (en) * 2003-08-12 2007-05-29 180S, Inc. Ear warmer having a membrane forming a receptacle
DE102004005318A1 (de) * 2004-02-04 2005-08-25 Bayer Cropscience Ag Verfahren zur Herstellung von 2,5-Dimethylphenylessigsäure
US7910012B2 (en) * 2007-07-16 2011-03-22 General Electric Company Composition, membrane, and associated method
US8779200B2 (en) 2009-02-25 2014-07-15 Council Of Scientific & Industrial Research Microwave induced single step green synthesis of some novel 2-aryl aldehydes and their analogues
CN102716768B (zh) * 2012-07-03 2014-04-02 复旦大学 一种2-芳基丙酸锌催化剂及其制备方法和应用
CN104628551A (zh) * 2015-02-13 2015-05-20 中国药科大学 一种2,5-二甲基苯乙酸的制备方法

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2260261A (en) * 1941-10-21 Cyclic ketals and process for
DE1645677C3 (de) * 1966-10-26 1973-10-04 Wacker-Chemie Gmbh, 8000 Muenchen Verfahren zur Herstellung von äthergruppenhaltigen Mischpolyestern
US3626012A (en) * 1968-07-02 1971-12-07 Syntex Corp Naphthyl acetaldehydes and derivatives thereof
US3935273A (en) * 1972-01-31 1976-01-27 Syntex Corporation Naphthyl acetaldehyde derivatives
GB1497109A (en) * 1975-10-29 1978-01-05 Beecham Group Ltd Naphthalene derivatives
DE2620498A1 (de) * 1976-05-08 1977-11-24 Basf Ag Verfahren zur herstellung von beta-halogenacetalen oder beta-halogenketalen
US4107439A (en) * 1976-06-16 1978-08-15 The Upjohn Company Process for preparing arylalkanoic acid derivatives
US4135051A (en) * 1977-06-16 1979-01-16 The Upjohn Company Process for preparing arylalkanoic acid derivatives
US4142054A (en) * 1977-06-16 1979-02-27 The Upjohn Company Process for preparing arylalkanoic acid derivatives
GB2014993B (en) * 1977-11-03 1982-05-12 Beecham Group Ltd Chemical compounds
IT1109200B (it) * 1979-02-20 1985-12-16 Montedison Spa Processo per la preparazione di esteri di acidi arilacetici da alfa-alo-alchilarilchetoni

Also Published As

Publication number Publication date
PT72548A (en) 1981-03-01
AU6758981A (en) 1981-09-24
EP0034871A3 (en) 1982-03-31
ES499794A0 (es) 1982-01-16
IL62202A (en) 1985-08-30
FI810584L (fi) 1981-08-27
MX155967A (es) 1988-06-02
FI810585L (fi) 1981-08-27
EP0035305B1 (fr) 1985-10-09
PT72547A (en) 1981-03-01
DK81481A (da) 1981-08-27
PH16717A (en) 1984-01-25
US4609766A (en) 1986-09-02
IL62201A0 (en) 1981-03-31
NO155004C (no) 1987-01-28
ATE14569T1 (de) 1985-08-15
NO155004B (no) 1986-10-20
DK160545C (da) 1991-09-02
FI84267B (fi) 1991-07-31
EP0034871B1 (fr) 1985-07-31
EP0035305A3 (en) 1982-03-31
NO155006B (no) 1986-10-20
DK157671B (da) 1990-02-05
DE3172568D1 (en) 1985-11-14
EP0035305A2 (fr) 1981-09-09
DK157671C (da) 1990-07-16
FI72712B (fi) 1987-03-31
IE50898B1 (en) 1986-08-06
IL62201A (en) 1985-06-30
IE810291L (en) 1981-08-26
AU6758881A (en) 1981-09-03
PT72547B (en) 1982-02-11
PT72548B (en) 1982-02-11
EP0035305B2 (fr) 1996-09-04
AU542788B2 (en) 1985-03-14
ES8204408A1 (es) 1982-05-01
IL62202A0 (en) 1981-03-31
EP0034871B2 (fr) 1993-08-25
US4414405A (en) 1983-11-08
NO155006C (no) 1987-01-28
ES8201941A1 (es) 1982-01-16
IE50897B1 (en) 1986-08-06
FI84267C (fi) 1991-11-11
FI72712C (fi) 1987-07-10
ES499749A0 (es) 1982-05-01
DK160545B (da) 1991-03-25
US4748253A (en) 1988-05-31
CA1196010A (fr) 1985-10-29
DE3171528D1 (en) 1985-09-05
ATE16004T1 (de) 1985-10-15
PH16733A (en) 1984-02-06
US4560777A (en) 1985-12-24
CA1162554A (fr) 1984-02-21
NO810574L (no) 1981-08-27
IE810292L (en) 1981-08-26
DK81681A (da) 1981-08-27
NO810575L (no) 1981-08-27
EP0034871A2 (fr) 1981-09-02
AU547057B2 (en) 1985-10-03

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