WO2007000759A3 - SYNTHESIS OF SUBSTITUTED l-HALOMETHYL-2-PHENYL-l-PHENYL OXIRANE - Google Patents

SYNTHESIS OF SUBSTITUTED l-HALOMETHYL-2-PHENYL-l-PHENYL OXIRANE Download PDF

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Publication number
WO2007000759A3
WO2007000759A3 PCT/IL2006/000729 IL2006000729W WO2007000759A3 WO 2007000759 A3 WO2007000759 A3 WO 2007000759A3 IL 2006000729 W IL2006000729 W IL 2006000729W WO 2007000759 A3 WO2007000759 A3 WO 2007000759A3
Authority
WO
WIPO (PCT)
Prior art keywords
phenyl
oxirane
halomethyl
substituted
synthesis
Prior art date
Application number
PCT/IL2006/000729
Other languages
French (fr)
Other versions
WO2007000759A2 (en
Inventor
Raya Sturkovich
David Ovadia
David Leonov
Original Assignee
Makhteshim Chem Works Ltd
Raya Sturkovich
David Ovadia
David Leonov
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 Makhteshim Chem Works Ltd, Raya Sturkovich, David Ovadia, David Leonov filed Critical Makhteshim Chem Works Ltd
Priority to EP06745168A priority Critical patent/EP1899312A2/en
Priority to BRPI0613843-8A priority patent/BRPI0613843A2/en
Publication of WO2007000759A2 publication Critical patent/WO2007000759A2/en
Publication of WO2007000759A3 publication Critical patent/WO2007000759A3/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D301/00—Preparation of oxiranes
    • C07D301/02—Synthesis of the oxirane ring
    • C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
    • C07D301/14—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with organic peracids, or salts, anhydrides or esters thereof
    • C07D301/16—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with organic peracids, or salts, anhydrides or esters thereof formed in situ, e.g. from carboxylic acids and hydrogen peroxide
    • C07D301/18—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with organic peracids, or salts, anhydrides or esters thereof formed in situ, e.g. from carboxylic acids and hydrogen peroxide from polybasic carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/08—Compounds containing oxirane rings with hydrocarbon radicals, substituted by halogen atoms, nitro radicals or nitroso radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Epoxy Compounds (AREA)

Abstract

The present invention provides a process for the preparation of l-halomethyl-2-phenyl-l-phenyl oxirane, wherein the phenyl substituents may be mono-, di- or poly- halo substituted, wherein 3 -halo- 2 -phenyl- 1-phenyl propene is reacted with an anhydride and hydrogen peroxide in a solvent selected from among alkyl esters, followed by subsequent extraction and separation of the organic phase and isolation of the oxirane . The isolation and purification of the oxirane is carried out subsequent to the reaction and includes extraction and crystallization in single, multiple or repeated stages .
PCT/IL2006/000729 2005-06-27 2006-06-22 SYNTHESIS OF SUBSTITUTED l-HALOMETHYL-2-PHENYL-l-PHENYL OXIRANE WO2007000759A2 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
EP06745168A EP1899312A2 (en) 2005-06-27 2006-06-22 Improved synthesis of substituted 1-halomethyl-2-phenyl-1-phenyl oxirane
BRPI0613843-8A BRPI0613843A2 (en) 2005-06-27 2006-06-22 Method for the preparation of 1-halomethyl-2-phenyl-1-phenyl oxirane

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IL16942005 2005-06-27
IL169420 2005-06-27

Publications (2)

Publication Number Publication Date
WO2007000759A2 WO2007000759A2 (en) 2007-01-04
WO2007000759A3 true WO2007000759A3 (en) 2007-04-05

Family

ID=37547032

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IL2006/000729 WO2007000759A2 (en) 2005-06-27 2006-06-22 SYNTHESIS OF SUBSTITUTED l-HALOMETHYL-2-PHENYL-l-PHENYL OXIRANE

Country Status (5)

Country Link
EP (1) EP1899312A2 (en)
KR (1) KR20080024207A (en)
CN (1) CN101208322A (en)
BR (1) BRPI0613843A2 (en)
WO (1) WO2007000759A2 (en)

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4464381A (en) * 1982-05-14 1984-08-07 Basf Aktiengesellschaft Fungicides containing azolylmethyloxiranes
US5268517A (en) * 1989-07-14 1993-12-07 Basf Aktiengesellschaft Stereoselective preparation of Z-1,2-diarylallyl chlorides and the conversion thereof into azolylmethyloxiranes, and novel intermediates

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3218129A1 (en) * 1982-05-14 1983-11-17 Basf Ag, 6700 Ludwigshafen Azolylmethyloxiranes, their preparation and use as medicaments

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4464381A (en) * 1982-05-14 1984-08-07 Basf Aktiengesellschaft Fungicides containing azolylmethyloxiranes
US5268517A (en) * 1989-07-14 1993-12-07 Basf Aktiengesellschaft Stereoselective preparation of Z-1,2-diarylallyl chlorides and the conversion thereof into azolylmethyloxiranes, and novel intermediates

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP1899312A2 *

Also Published As

Publication number Publication date
EP1899312A2 (en) 2008-03-19
CN101208322A (en) 2008-06-25
WO2007000759A2 (en) 2007-01-04
BRPI0613843A2 (en) 2011-02-15
KR20080024207A (en) 2008-03-17

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