FR2431475A1 - NOVEL INTERMEDIATE CARBALDEHYDE DERIVATIVE OF CYCLOPROPANE IN THE PREPARATION OF CYCLOPROPANECARBOXYLATE ESTERS AND PROCESS FOR ITS PREPARATION - Google Patents

NOVEL INTERMEDIATE CARBALDEHYDE DERIVATIVE OF CYCLOPROPANE IN THE PREPARATION OF CYCLOPROPANECARBOXYLATE ESTERS AND PROCESS FOR ITS PREPARATION

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Publication number
FR2431475A1
FR2431475A1 FR7918457A FR7918457A FR2431475A1 FR 2431475 A1 FR2431475 A1 FR 2431475A1 FR 7918457 A FR7918457 A FR 7918457A FR 7918457 A FR7918457 A FR 7918457A FR 2431475 A1 FR2431475 A1 FR 2431475A1
Authority
FR
France
Prior art keywords
preparation
cyclopropane
novel intermediate
compound
carbaldehyde derivative
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
FR7918457A
Other languages
French (fr)
Other versions
FR2431475B1 (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.)
Shell Internationale Research Maatschappij BV
Original Assignee
Shell Internationale Research Maatschappij BV
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 Shell Internationale Research Maatschappij BV filed Critical Shell Internationale Research Maatschappij BV
Publication of FR2431475A1 publication Critical patent/FR2431475A1/en
Application granted granted Critical
Publication of FR2431475B1 publication Critical patent/FR2431475B1/fr
Granted legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00Compounds having —CHO groups
    • C07C47/28Saturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings
    • C07C47/37Saturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings containing ether groups, groups, groups, or groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/29Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/29Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups
    • C07C45/292Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups with chromium derivatives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/30Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with halogen containing compounds, e.g. hypohalogenation
    • C07C45/305Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with halogen containing compounds, e.g. hypohalogenation with halogenochromate reagents, e.g. pyridinium chlorochromate

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

The invention relates to a compound which is suitable as an intermediate in the production of pyrethroid insecticides and which has the formula The compound is preferably in the same stereoisomeric form as the cyclopropane ring of (+)-3-carene. The compound can be prepared by a process comprising the oxidation of 2-(2-hydroxymethyl-3,3-dimethylcyclopropyl) ethanal dimethyl acetal, for example using a bromine trioxide/pyridine complex or a pyridinium chlorochromate. The starting substance is preferably derived from (+)-3-carene.
FR7918457A 1978-07-19 1979-07-17 NOVEL INTERMEDIATE CARBALDEHYDE DERIVATIVE OF CYCLOPROPANE IN THE PREPARATION OF CYCLOPROPANECARBOXYLATE ESTERS AND PROCESS FOR ITS PREPARATION Granted FR2431475A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB7830338 1978-07-19

Publications (2)

Publication Number Publication Date
FR2431475A1 true FR2431475A1 (en) 1980-02-15
FR2431475B1 FR2431475B1 (en) 1984-02-10

Family

ID=10498515

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7918457A Granted FR2431475A1 (en) 1978-07-19 1979-07-17 NOVEL INTERMEDIATE CARBALDEHYDE DERIVATIVE OF CYCLOPROPANE IN THE PREPARATION OF CYCLOPROPANECARBOXYLATE ESTERS AND PROCESS FOR ITS PREPARATION

Country Status (13)

Country Link
JP (1) JPS5515488A (en)
AU (1) AU527967B2 (en)
BE (1) BE877747A (en)
CA (1) CA1123857A (en)
CH (1) CH641138A5 (en)
DE (1) DE2928837A1 (en)
DK (1) DK300779A (en)
FR (1) FR2431475A1 (en)
IL (1) IL57822A (en)
IN (1) IN152615B (en)
IT (1) IT1122206B (en)
NL (1) NL7905555A (en)
ZA (1) ZA793612B (en)

Also Published As

Publication number Publication date
DE2928837C2 (en) 1988-01-21
FR2431475B1 (en) 1984-02-10
ZA793612B (en) 1980-07-30
DE2928837A1 (en) 1980-01-31
CH641138A5 (en) 1984-02-15
IL57822A (en) 1982-04-30
JPS5515488A (en) 1980-02-02
NL7905555A (en) 1980-01-22
IT7924429A0 (en) 1979-07-17
DK300779A (en) 1980-01-20
CA1123857A (en) 1982-05-18
AU527967B2 (en) 1983-03-31
AU4898379A (en) 1980-01-24
BE877747A (en) 1980-01-17
JPS6223732B2 (en) 1987-05-25
IL57822A0 (en) 1979-11-30
IT1122206B (en) 1986-04-23
IN152615B (en) 1984-02-25

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