ATE182T1 - PROCESS FOR THE PREPARATION OF 3-SUBSTITUTED 1-CYCLO-PROPANECARBONIC ACIDS AND PRODUCTS OBTAINED. - Google Patents

PROCESS FOR THE PREPARATION OF 3-SUBSTITUTED 1-CYCLO-PROPANECARBONIC ACIDS AND PRODUCTS OBTAINED.

Info

Publication number
ATE182T1
ATE182T1 AT79400468T AT79400468T ATE182T1 AT E182 T1 ATE182 T1 AT E182T1 AT 79400468 T AT79400468 T AT 79400468T AT 79400468 T AT79400468 T AT 79400468T AT E182 T1 ATE182 T1 AT E182T1
Authority
AT
Austria
Prior art keywords
formula
compound
preparation
image
propanecarbonic
Prior art date
Application number
AT79400468T
Other languages
German (de)
Inventor
Jacques Martel
Jean Tessier
Jean-Pierre Demoute
Original Assignee
Roussel-Uclaf
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 filed Critical Roussel-Uclaf
Application granted granted Critical
Publication of ATE182T1 publication Critical patent/ATE182T1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D305/00—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
    • C07D305/02—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings
    • C07D305/10—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings having one or more double bonds between ring members or between ring members and non-ring members
    • C07D305/12—Beta-lactones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D307/58—One oxygen atom, e.g. butenolide
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/32—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D331/00—Heterocyclic compounds containing rings of less than five members, having one sulfur atom as the only ring hetero atom
    • C07D331/04—Four-membered 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
    • C07D333/26—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D333/30—Hetero atoms other than halogen
    • C07D333/32—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D335/00—Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom
    • C07D335/02—Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Furan Compounds (AREA)
  • Pyrane Compounds (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

A novel process for the preparation of a compound of the formula <IMAGE> I wherein X is selected from the group consisting of oxygen and sulfur and n is 1,2 or 3 comprising reacting in an organic solvent in the presence of a strong base the lactone of cis 2,2-dimethyl-3S-(dihydroxymethyl)-cyclopropane-1R-carboxylic acid with a compound of the formula <IMAGE> III to obtain a compound of the formula <IMAGE> IV reacting the latter with an acid agent in an apolar organic solvent to obtain a compound of the formula <IMAGE> and reacting the latter with a basic agent in an apolar organic solvent to obtain a compound of formula I useful for the preparation of insecticidal esters and the novel compounds of formula I wherein n is 1 or 3.
AT79400468T 1978-07-24 1979-07-06 PROCESS FOR THE PREPARATION OF 3-SUBSTITUTED 1-CYCLO-PROPANECARBONIC ACIDS AND PRODUCTS OBTAINED. ATE182T1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7821813A FR2450830A1 (en) 1978-07-24 1978-07-24 NOVEL PROCESS FOR THE PREPARATION OF 3-SUBSTITUTED CYCLOPROPANE-1-CARBOXYLIC ACIDS

Publications (1)

Publication Number Publication Date
ATE182T1 true ATE182T1 (en) 1981-09-15

Family

ID=9211069

Family Applications (1)

Application Number Title Priority Date Filing Date
AT79400468T ATE182T1 (en) 1978-07-24 1979-07-06 PROCESS FOR THE PREPARATION OF 3-SUBSTITUTED 1-CYCLO-PROPANECARBONIC ACIDS AND PRODUCTS OBTAINED.

Country Status (8)

Country Link
US (1) US4412069A (en)
EP (1) EP0007839B1 (en)
JP (1) JPS5519262A (en)
AT (1) ATE182T1 (en)
DE (1) DE2960733D1 (en)
ES (1) ES482759A1 (en)
FR (1) FR2450830A1 (en)
HU (1) HU178717B (en)

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SE386669B (en) * 1968-07-12 1976-08-16 Roussel Uclaf METHOD OF PREPARING THE INTERNAL HEMIACYLAL OF CIS-3,3-DIMETHYL-2-FORMYLCYCLOPROPANE-1-CARBONIC ACID
US4014918A (en) * 1968-07-12 1977-03-29 Roussel-Uclaf Process for the preparation of cyclopropane derivatives and compounds produced therein
US3714153A (en) * 1970-06-22 1973-01-30 Roussel Uclaf Novel cyclopropanecarboxylic acids
GB1448586A (en) * 1973-06-07 1976-09-08 Nat Res Dev 3-substituted-2,2,dimethyl cyclopropane carboxylic acid esters and their use as insecticides
JPS5111173B2 (en) * 1974-04-25 1976-04-09
FR2396006A1 (en) * 1977-06-27 1979-01-26 Roussel Uclaf NEW CYCLOPROPANIC CORE COMPOUNDS, PREPARATION PROCESS AND APPLICATION TO THE PREPARATION OF CYCLOPROPANIC DERIVATIVES WITH DIHALOVINYL CHAIN

Also Published As

Publication number Publication date
JPH0118075B2 (en) 1989-04-03
JPS5519262A (en) 1980-02-09
US4412069A (en) 1983-10-25
DE2960733D1 (en) 1981-11-26
ES482759A1 (en) 1980-09-01
EP0007839A1 (en) 1980-02-06
FR2450830B1 (en) 1982-02-26
FR2450830A1 (en) 1980-10-03
HU178717B (en) 1982-06-28
EP0007839B1 (en) 1981-09-02

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