DE2462380C2 - Verfahren zur Herstellung von 5-Fluor- 2-methyl-1-(p-methylsulfinylbenzyliden)- inden-3-essigsäure und deren Säureadditionssalzen - Google Patents

Verfahren zur Herstellung von 5-Fluor- 2-methyl-1-(p-methylsulfinylbenzyliden)- inden-3-essigsäure und deren Säureadditionssalzen

Info

Publication number
DE2462380C2
DE2462380C2 DE2462380A DE2462380A DE2462380C2 DE 2462380 C2 DE2462380 C2 DE 2462380C2 DE 2462380 A DE2462380 A DE 2462380A DE 2462380 A DE2462380 A DE 2462380A DE 2462380 C2 DE2462380 C2 DE 2462380C2
Authority
DE
Germany
Prior art keywords
acid
methyl
reaction
fluoro
indene
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
DE2462380A
Other languages
German (de)
English (en)
Other versions
DE2462380A1 (de
Inventor
Robert Francis Scotch Plains N.J. Czaja
Seemon Hayden Murray Hill N.J. Pines
Richard Ferriss Westfield N.J. Shuman
Roger James Metuchen N.J. Tull
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.)
Merck and Co Inc
Original Assignee
Merck and Co Inc
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
Priority claimed from US426864A external-priority patent/US3870753A/en
Priority claimed from US05/486,031 external-priority patent/US3970693A/en
Priority claimed from US05/509,602 external-priority patent/US3944600A/en
Application filed by Merck and Co Inc filed Critical Merck and Co Inc
Publication of DE2462380A1 publication Critical patent/DE2462380A1/de
Application granted granted Critical
Publication of DE2462380C2 publication Critical patent/DE2462380C2/de
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00—Sulfones; Sulfoxides
    • 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
    • C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
    • C07C45/455—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation with carboxylic acids or their derivatives
    • 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
    • C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
    • C07C45/46—Friedel-Crafts reactions
    • 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
    • C07C45/65—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 splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups
    • 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
    • C07C45/65—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 splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups
    • C07C45/66—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 splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups by dehydration
    • 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
    • C07C45/67—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 isomerisation; by change of size of the carbon skeleton
    • 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
    • C07C45/67—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 isomerisation; by change of size of the carbon skeleton
    • C07C45/673—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 isomerisation; by change of size of the carbon skeleton by change of size of the carbon skeleton
    • 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
    • C07C45/67—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 isomerisation; by change of size of the carbon skeleton
    • C07C45/68—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 isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/72—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 isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
    • C07C45/75—Reactions with formaldehyde
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/687—Unsaturated compounds containing a keto groups being part of a ring containing halogen
    • C07C49/697—Unsaturated compounds containing a keto groups being part of a ring containing halogen containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/80—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/80—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen
    • C07C49/807—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen all halogen atoms bound to the ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/54—Quaternary phosphonium compounds
    • C07F9/5456—Arylalkanephosphonium compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
DE2462380A 1973-12-20 1974-12-19 Verfahren zur Herstellung von 5-Fluor- 2-methyl-1-(p-methylsulfinylbenzyliden)- inden-3-essigsäure und deren Säureadditionssalzen Expired DE2462380C2 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US426864A US3870753A (en) 1973-12-20 1973-12-20 Process for preparing indenyl acetic acids
US05/486,031 US3970693A (en) 1974-07-05 1974-07-05 Process for preparing indene acetic acids
US05/509,602 US3944600A (en) 1973-12-20 1974-09-30 Indenylidene-3-acetic acid process for preparing indene acetic acids

Publications (2)

Publication Number Publication Date
DE2462380A1 DE2462380A1 (de) 1977-02-10
DE2462380C2 true DE2462380C2 (de) 1982-11-11

Family

ID=27411527

Family Applications (1)

Application Number Title Priority Date Filing Date
DE2462380A Expired DE2462380C2 (de) 1973-12-20 1974-12-19 Verfahren zur Herstellung von 5-Fluor- 2-methyl-1-(p-methylsulfinylbenzyliden)- inden-3-essigsäure und deren Säureadditionssalzen

Country Status (16)

Country Link
JP (1) JPS5331153B2 (cs)
AR (2) AR210484A1 (cs)
CA (1) CA1044255A (cs)
CH (1) CH616152A5 (cs)
DD (1) DD116819A5 (cs)
DE (1) DE2462380C2 (cs)
DK (1) DK140835B (cs)
ES (2) ES432921A1 (cs)
FI (1) FI62287C (cs)
FR (1) FR2255060B1 (cs)
GB (1) GB1479519A (cs)
IE (1) IE41529B1 (cs)
NL (1) NL170534C (cs)
NO (2) NO140857C (cs)
SE (2) SE426818B (cs)
YU (2) YU41017B (cs)

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3732292A (en) * 1970-05-01 1973-05-08 Merck & Co Inc Indenyl compounds
NL7200058A (cs) * 1971-01-21 1972-07-25
US3822310A (en) * 1971-01-21 1974-07-02 Merck & Co Inc Substituted indenyl acetic acids

Also Published As

Publication number Publication date
SE7415063L (sv) 1975-06-23
NO140857C (no) 1979-11-28
YU55981A (en) 1982-06-30
DE2462380A1 (de) 1977-02-10
NO140857B (no) 1979-08-20
SE8107702L (sv) 1981-12-22
DD116819A5 (cs) 1975-12-12
GB1479519A (en) 1977-07-13
FR2255060B1 (cs) 1978-07-21
IE41529B1 (en) 1980-01-30
YU41017B (en) 1986-10-31
FI62287B (fi) 1982-08-31
DE2460292B2 (de) 1977-06-16
DK629674A (cs) 1975-08-25
JPS5095254A (cs) 1975-07-29
NL170534C (nl) 1982-11-16
NO141892B (no) 1980-02-18
CA1044255A (en) 1978-12-12
CH616152A5 (en) 1980-03-14
ES455333A1 (es) 1978-05-01
NO790360L (no) 1975-06-23
IE41529L (en) 1975-06-20
AR206334A1 (es) 1976-07-15
JPS5331153B2 (cs) 1978-08-31
DK140835C (cs) 1980-04-28
DE2460292A1 (de) 1975-06-26
NL170534B (nl) 1982-06-16
AU7623674A (en) 1976-06-10
ES432921A1 (es) 1977-03-16
FR2255060A1 (cs) 1975-07-18
NO744395L (cs) 1975-07-14
SE426818B (sv) 1983-02-14
FI62287C (fi) 1982-12-10
SE440774B (sv) 1985-08-19
FI348974A7 (cs) 1975-06-21
YU331674A (en) 1982-02-28
NL7415701A (nl) 1975-06-24
NO141892C (no) 1980-05-28
DK140835B (da) 1979-11-26
AR210484A1 (es) 1977-08-15

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