IL61805A0 - Preparation of oxiranes - Google Patents
Preparation of oxiranesInfo
- Publication number
- IL61805A0 IL61805A0 IL61805A IL6180580A IL61805A0 IL 61805 A0 IL61805 A0 IL 61805A0 IL 61805 A IL61805 A IL 61805A IL 6180580 A IL6180580 A IL 6180580A IL 61805 A0 IL61805 A0 IL 61805A0
- Authority
- IL
- Israel
- Prior art keywords
- olefine
- hydrogen peroxide
- water
- cycloalkyl
- alkenyl
- Prior art date
Links
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
- C07D301/12—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with hydrogen peroxide or inorganic peroxides or peracids
-
- 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
- C07D303/04—Compounds containing oxirane rings containing only hydrogen and carbon atoms in addition to the ring oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Epoxy Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Catalysts (AREA)
Abstract
1. Process for the preparation of oxiranes from olefines and hydrogen peroxide in the presence of orthoboric acid, characterized in that a) an olefine of the general formula see diagramm : EP0031537,P8,F1 wherein R1 , R2 , R3 and R4 independently of one another denote hydrogen, C1 - to C30 -alkyl, C1 -to C15 -alkenyl, C3 -C1 -cycloalkyl, phenyl or naphthyl, and/or wherein R1 and R2 can be linked to one another by a hydrocarbon chain with up to 12 carbon atoms, and/or wherein R1 and R3 , together with the double bond to be epoxidized can form a mono- di- or tri-cyclic ring system with up to 12 carbon atoms, and wherein R1 , R2 , R3 and R4 can optionally contain as substituents C1 - to C4 -alkyl, C3 -to C6 -cycloalkyl, C1 - to C4 - alkenyl, phenyl, C1 - to C4 -alkoxy, hydroxyl, carboxyl or halogen, there being at least one further carbon atom between the carbon atom which contains alkoxy, hydroxyl, carboxyl or halogen as a substituent and the double bond to be epoxidised, is reacted with a solution, containing less than 0,1 % by weight of water, of hydrogen peroxide in a solvent at a temperature of 30 to 110 degrees C and for a reaction time which, depending on the reactivity of the olefin introduced, is between 15 minutes and 5 hours, b) the oxirane formed and the unreacted olefine are separated off, c) the amount of hydrogen peroxide which has been consumed during the reaction is added to the reaction mixture before, during and/or after separating off the oxirane and olefine, d) after carrying out steps b) and c), the water is largely removed from the reaction mixture and e) the resulting solution, containing less than 0.1 % by weight of water, of hydrogen peroxide and orthoboric acid in the solvent is reacted again with the olefine.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19792952755 DE2952755A1 (en) | 1979-12-29 | 1979-12-29 | METHOD FOR PRODUCING OXIRANES |
Publications (1)
Publication Number | Publication Date |
---|---|
IL61805A0 true IL61805A0 (en) | 1981-01-30 |
Family
ID=6089880
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IL61805A IL61805A0 (en) | 1979-12-29 | 1980-12-26 | Preparation of oxiranes |
Country Status (7)
Country | Link |
---|---|
EP (1) | EP0031537B1 (en) |
JP (1) | JPS56100774A (en) |
AT (1) | ATE3426T1 (en) |
BR (1) | BR8008494A (en) |
DE (2) | DE2952755A1 (en) |
DK (1) | DK551280A (en) |
IL (1) | IL61805A0 (en) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0115274B1 (en) * | 1983-01-13 | 1986-11-05 | L. GIVAUDAN & CIE Société Anonyme | Epoxides of bicyclic compounds, process for their preparation and perfumed and/or flavoured compositions containing them |
DE3936821A1 (en) * | 1989-11-04 | 1991-05-08 | Basf Ag | METHOD FOR PRODUCING CIS-2- (1H-1,2,4-TRIAZOL-1-YLMETHYL) -2- (HALOGENPHENYL) -3- (HALOGENPHENYL) -OXIRAN |
US5905160A (en) * | 1995-10-31 | 1999-05-18 | Nippon Shokubai Co., Ltd. | Method for production of epoxy compound and hydroxy iminodisuccinic acid |
US5973209A (en) * | 1997-07-11 | 1999-10-26 | The Nutrasweet Company | Method for preparing 3, 3-dimethybutyraldehyde |
DE19835907A1 (en) * | 1998-08-07 | 2000-02-17 | Basf Ag | Process for the reaction of an organic compound with a hydroperoxide |
DE10233385A1 (en) * | 2002-07-23 | 2004-02-12 | Basf Ag | Process for the continuous production of propylene glycols |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IT1093025B (en) * | 1976-11-26 | 1985-07-19 | Ugine Kuhlmann | PROCEDURE FOR EPOXIDATION OF OLEFINS BY HYDROGEN PEROXIDE |
BE863237A (en) * | 1977-02-01 | 1978-07-24 | Ugine Kuhlmann | CATALYTIC EPOXIDATION PROCESS OF OLEFINS |
FR2424265A1 (en) * | 1978-04-28 | 1979-11-23 | Ugine Kuhlmann | CATALYTIC EPOXIDATION OF OLEFINS IN THE PRESENCE OF BORON DERIVATIVES |
-
1979
- 1979-12-29 DE DE19792952755 patent/DE2952755A1/en not_active Withdrawn
-
1980
- 1980-12-16 EP EP80107933A patent/EP0031537B1/en not_active Expired
- 1980-12-16 DE DE8080107933T patent/DE3063380D1/en not_active Expired
- 1980-12-16 AT AT80107933T patent/ATE3426T1/en active
- 1980-12-23 BR BR8008494A patent/BR8008494A/en unknown
- 1980-12-23 DK DK551280A patent/DK551280A/en not_active Application Discontinuation
- 1980-12-25 JP JP18296980A patent/JPS56100774A/en active Pending
- 1980-12-26 IL IL61805A patent/IL61805A0/en unknown
Also Published As
Publication number | Publication date |
---|---|
EP0031537B1 (en) | 1983-05-18 |
EP0031537A1 (en) | 1981-07-08 |
ATE3426T1 (en) | 1983-06-15 |
DE2952755A1 (en) | 1981-07-02 |
DK551280A (en) | 1981-06-30 |
DE3063380D1 (en) | 1983-07-07 |
BR8008494A (en) | 1981-07-14 |
JPS56100774A (en) | 1981-08-12 |
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