FR2221424A1 - 5-alkylating of cyclopentadienes - by reaction of rare earth cyclopentadienides with alkyl halides, alkane- or arene-sulphonates - Google Patents

5-alkylating of cyclopentadienes - by reaction of rare earth cyclopentadienides with alkyl halides, alkane- or arene-sulphonates

Info

Publication number
FR2221424A1
FR2221424A1 FR7308791A FR7308791A FR2221424A1 FR 2221424 A1 FR2221424 A1 FR 2221424A1 FR 7308791 A FR7308791 A FR 7308791A FR 7308791 A FR7308791 A FR 7308791A FR 2221424 A1 FR2221424 A1 FR 2221424A1
Authority
FR
France
Prior art keywords
reaction
cyclopentadienes
cyclopentadienides
rare earth
sulphonates
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
FR7308791A
Other languages
French (fr)
Other versions
FR2221424B1 (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.)
Dynachim SARL
Original Assignee
Dynachim SARL
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 Dynachim SARL filed Critical Dynachim SARL
Priority to FR7308791A priority Critical patent/FR2221424A1/en
Publication of FR2221424A1 publication Critical patent/FR2221424A1/en
Application granted granted Critical
Publication of FR2221424B1 publication Critical patent/FR2221424B1/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C07C1/32—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from compounds containing hetero-atoms other than or in addition to oxygen or halogen
    • C07C1/325—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from compounds containing hetero-atoms other than or in addition to oxygen or halogen the hetero-atom being a metal atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
    • C07C2601/10—Systems containing only non-condensed rings with a five-membered ring the ring being unsaturated

Abstract

5-alkylation of cyclopentadienes by reaction of rare earth metal cyclopentadienides with a cpd. of formula RX where R is alkyl or the group -CH2.O.CH2R' where R' is H, opt. subst. alkyl, aryl or aralkyl; X is halogen, mesylate, tosylate or bromotosylate. Reactants are of low toxicity (cf. with T1) yields of >=90% are achieved, only about 1-2% of isomer 1 is formed and the reaction time is than 1 hr. The pref. metal is 2a which gives table derivs. Reaction is pref. in ether, tetrahydrofuran or dimethoxyethane at -40 to -15 degrees C. The obtd. prods are used as inters in the synthesis of prostaglandins.
FR7308791A 1973-03-13 1973-03-13 5-alkylating of cyclopentadienes - by reaction of rare earth cyclopentadienides with alkyl halides, alkane- or arene-sulphonates Granted FR2221424A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7308791A FR2221424A1 (en) 1973-03-13 1973-03-13 5-alkylating of cyclopentadienes - by reaction of rare earth cyclopentadienides with alkyl halides, alkane- or arene-sulphonates

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7308791A FR2221424A1 (en) 1973-03-13 1973-03-13 5-alkylating of cyclopentadienes - by reaction of rare earth cyclopentadienides with alkyl halides, alkane- or arene-sulphonates

Publications (2)

Publication Number Publication Date
FR2221424A1 true FR2221424A1 (en) 1974-10-11
FR2221424B1 FR2221424B1 (en) 1976-09-10

Family

ID=9116158

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7308791A Granted FR2221424A1 (en) 1973-03-13 1973-03-13 5-alkylating of cyclopentadienes - by reaction of rare earth cyclopentadienides with alkyl halides, alkane- or arene-sulphonates

Country Status (1)

Country Link
FR (1) FR2221424A1 (en)

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
NEANT *

Also Published As

Publication number Publication date
FR2221424B1 (en) 1976-09-10

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Legal Events

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