FR2259089A1 - 5-Chloro-5-substd.-2-norbornenes prodn - by reacting cyclopentadiene lanthanide salt with an alkylating agent and then with a chlorovinyl cpd. - Google Patents

5-Chloro-5-substd.-2-norbornenes prodn - by reacting cyclopentadiene lanthanide salt with an alkylating agent and then with a chlorovinyl cpd.

Info

Publication number
FR2259089A1
FR2259089A1 FR7402937A FR7402937A FR2259089A1 FR 2259089 A1 FR2259089 A1 FR 2259089A1 FR 7402937 A FR7402937 A FR 7402937A FR 7402937 A FR7402937 A FR 7402937A FR 2259089 A1 FR2259089 A1 FR 2259089A1
Authority
FR
France
Prior art keywords
cpd
norbornenes
substd
chlorovinyl
prodn
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
FR7402937A
Other languages
French (fr)
Other versions
FR2259089B3 (en
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Priority to FR7402937A priority Critical patent/FR2259089A1/en
Publication of FR2259089A1 publication Critical patent/FR2259089A1/en
Application granted granted Critical
Publication of FR2259089B3 publication Critical patent/FR2259089B3/fr
Granted legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/45—Carboxylic acid nitriles having cyano groups bound to carbon atoms of rings other than six-membered aromatic rings
    • 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
    • C07C45/42—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by hydrolysis
    • 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
    • C07C45/69—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 addition to carbon-to-carbon double or triple bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/38—Unsaturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings
    • C07C47/47—Unsaturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings containing ether groups, groups, groups, or groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Norbornenes of formula (I): (R=1-6C alkyl; 2-4C alkenyl, 5-9C cycloalkyl, opt. substd. by alkyl, benzyl, phenethyl, phenylpropyl, furfuryl 2-8C alkoxymethyl or benzyloxymethyl, X=cyano, COOH, halocarbonyl, formul or alkoxycarbonyl; R1=H,CH3 or phenyl) are prepd by reacting RY, (Y=halo or ZSO2.O; Z=lower alkyl, phenyl, tolyl or halophenyl) with an organometallic cpd. formed from a lanthanide metal and cyclopentadiene, then reacting with R'.CH=C(Cl)X. (I) are intermediates in the total synthesis of prostaflandins and related cpds. Intermetallic cpd is non-toxic and reacts quickly (>=1hr) giving a nearly theoretical yield of the desired isomer.
FR7402937A 1974-01-29 1974-01-29 5-Chloro-5-substd.-2-norbornenes prodn - by reacting cyclopentadiene lanthanide salt with an alkylating agent and then with a chlorovinyl cpd. Granted FR2259089A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7402937A FR2259089A1 (en) 1974-01-29 1974-01-29 5-Chloro-5-substd.-2-norbornenes prodn - by reacting cyclopentadiene lanthanide salt with an alkylating agent and then with a chlorovinyl cpd.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7402937A FR2259089A1 (en) 1974-01-29 1974-01-29 5-Chloro-5-substd.-2-norbornenes prodn - by reacting cyclopentadiene lanthanide salt with an alkylating agent and then with a chlorovinyl cpd.

Publications (2)

Publication Number Publication Date
FR2259089A1 true FR2259089A1 (en) 1975-08-22
FR2259089B3 FR2259089B3 (en) 1976-11-19

Family

ID=9134157

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7402937A Granted FR2259089A1 (en) 1974-01-29 1974-01-29 5-Chloro-5-substd.-2-norbornenes prodn - by reacting cyclopentadiene lanthanide salt with an alkylating agent and then with a chlorovinyl cpd.

Country Status (1)

Country Link
FR (1) FR2259089A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4693472A (en) * 1983-06-15 1987-09-15 Newman Vernon H Ball rebound net

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4693472A (en) * 1983-06-15 1987-09-15 Newman Vernon H Ball rebound net

Also Published As

Publication number Publication date
FR2259089B3 (en) 1976-11-19

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Legal Events

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ST Notification of lapse