FR2354310A2 - Per-fluoroalkyl oxo-alkane prepn. - from per-fluoro-iodo-alkane and enamine cpds. in absence of irradiation or initiator - Google Patents

Per-fluoroalkyl oxo-alkane prepn. - from per-fluoro-iodo-alkane and enamine cpds. in absence of irradiation or initiator

Info

Publication number
FR2354310A2
FR2354310A2 FR7610456A FR7610456A FR2354310A2 FR 2354310 A2 FR2354310 A2 FR 2354310A2 FR 7610456 A FR7610456 A FR 7610456A FR 7610456 A FR7610456 A FR 7610456A FR 2354310 A2 FR2354310 A2 FR 2354310A2
Authority
FR
France
Prior art keywords
alkane
per
enamine
initiator
irradiation
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
FR7610456A
Other languages
French (fr)
Other versions
FR2354310B2 (en
Inventor
Daniele Cantacuzene
Claude Wakselman
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.)
Bpifrance Financement SA
Original Assignee
Agence National de Valorisation de la Recherche ANVAR
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 Agence National de Valorisation de la Recherche ANVAR filed Critical Agence National de Valorisation de la Recherche ANVAR
Priority to FR7610456A priority Critical patent/FR2354310A2/en
Publication of FR2354310A2 publication Critical patent/FR2354310A2/en
Application granted granted Critical
Publication of FR2354310B2 publication Critical patent/FR2354310B2/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/68—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D211/72—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D211/74—Oxygen atoms
    • 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
    • C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C07C45/516—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of nitrogen-containing compounds to >C = O 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
    • C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
    • 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
    • C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
    • C07C45/562—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with nitrogen as the only hetero atom
    • 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
    • C07C47/00—Compounds having —CHO groups
    • C07C47/02—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen
    • C07C47/14—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
    • C07C47/24—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/04—Saturated compounds containing keto groups bound to acyclic carbon atoms
    • C07C49/16—Saturated compounds containing keto groups bound to acyclic carbon atoms containing halogen
    • C07C49/167—Saturated compounds containing keto groups bound to acyclic carbon atoms containing halogen containing only fluorine as halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
    • C07C49/227—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
    • C07C49/227—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing halogen
    • C07C49/233—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings
    • C07C49/235—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings having unsaturation outside the aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/385—Saturated compounds containing a keto group being part of a ring
    • C07C49/457—Saturated compounds containing a keto group being part of a ring containing halogen
    • C07C49/463—Saturated compounds containing a keto group being part of a ring containing halogen a keto group being part of a six-membered ring
    • 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

Landscapes

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

Abstract

1-Perfluoroalkyl-2-oxoalkanes of formla (Ie are prepd. by reaction of a perfluoro-iodoalkane RFI with an enamine of formula (II), in absence of irradiation and/or initiator, in an inert solvent, then hydrolysising the intermediate product with acid. In (I) and (II) RF is CnH2n+1; n is 2-20; R'-2 are H, alkyl cycloalkyl, alkylcarbonyl, alkoxycarbonyl, alkylsulphonyl, alkenyl, aryl or NO2; R3 is H, alkyl, cycloalkyl, aryl, alkoxy, alkylthio or the gp. R4-5 are each alkyl; or R4+R5 and the attached N atom form a 5- or 6-membered satd. heterocyclic ring opt. contg. O; or R' and R3 together form a cycloalkyl, a steroid-like or isoprenoid polycyclic ring system r an opt. substd. satd. heterocyclic ring contg. O, S or N; (R') and (R')5 are as R4 and R5.
FR7610456A 1976-04-09 1976-04-09 Per-fluoroalkyl oxo-alkane prepn. - from per-fluoro-iodo-alkane and enamine cpds. in absence of irradiation or initiator Granted FR2354310A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7610456A FR2354310A2 (en) 1976-04-09 1976-04-09 Per-fluoroalkyl oxo-alkane prepn. - from per-fluoro-iodo-alkane and enamine cpds. in absence of irradiation or initiator

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7610456A FR2354310A2 (en) 1976-04-09 1976-04-09 Per-fluoroalkyl oxo-alkane prepn. - from per-fluoro-iodo-alkane and enamine cpds. in absence of irradiation or initiator

Publications (2)

Publication Number Publication Date
FR2354310A2 true FR2354310A2 (en) 1978-01-06
FR2354310B2 FR2354310B2 (en) 1980-09-19

Family

ID=9171639

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7610456A Granted FR2354310A2 (en) 1976-04-09 1976-04-09 Per-fluoroalkyl oxo-alkane prepn. - from per-fluoro-iodo-alkane and enamine cpds. in absence of irradiation or initiator

Country Status (1)

Country Link
FR (1) FR2354310A2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0031041A2 (en) * 1979-11-26 1981-07-01 Montedison S.p.A. Pyrethroids and their preparation, their pesticidal composition; intermediates and their preparation

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0031041A2 (en) * 1979-11-26 1981-07-01 Montedison S.p.A. Pyrethroids and their preparation, their pesticidal composition; intermediates and their preparation
EP0031041A3 (en) * 1979-11-26 1981-11-11 Montedison S.P.A. Pyrethroids and their preparation, their pesticidal composition; intermediates and their preparation

Also Published As

Publication number Publication date
FR2354310B2 (en) 1980-09-19

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