GB1381012A - Process for the preparation of alphasubstituted epoxide compounds - Google Patents

Process for the preparation of alphasubstituted epoxide compounds

Info

Publication number
GB1381012A
GB1381012A GB2223572A GB2223572A GB1381012A GB 1381012 A GB1381012 A GB 1381012A GB 2223572 A GB2223572 A GB 2223572A GB 2223572 A GB2223572 A GB 2223572A GB 1381012 A GB1381012 A GB 1381012A
Authority
GB
United Kingdom
Prior art keywords
substituted
preparation
cux
ordinating
formula
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.)
Expired
Application number
GB2223572A
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.)
SnamProgetti SpA
Original Assignee
SnamProgetti SpA
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 SnamProgetti SpA filed Critical SnamProgetti SpA
Publication of GB1381012A publication Critical patent/GB1381012A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
    • C07D303/32—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by aldehydo- or ketonic radicals

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)
  • Plural Heterocyclic Compounds (AREA)
  • Catalysts (AREA)

Abstract

1381012 Preparation of α-substituted epoxides SNAM PROGETTI SpA 11 May 1972 [13 May 1971] 22235/72 Heading C2C α-Substituted epoxides of formula wherein X is a group selected from -COR<SP>4</SP>, -CN, -COOR<SP>4</SP>, phenyl, substituted phenyl and vinyl and R<SP>1</SP> to R<SP>4</SP>, which may be the same or different, are hydrogen atoms or optionally substituted alkyl, cycloalkyl or aromatic radicals containing up to 12 C atoms, are prepared by oxidizing a #-substituted alcohol in the liquid phase and of formula with molecular oxygen in the presence of a Cu<SP>I</SP> compound as catalyst. Preferred catalysts are compounds of the formulµ CuX<SP>1</SP> and CuX<SP>1</SP>L n wherein X<SP>1</SP> is Cl-, Br-, I-, F-, CN-, CH 3 OCO-, an enolate, NO 3 <SP>-</SP> or ClO 4 <SP>-</SP>, n is an integer from 1 to 6 and L is a co-ordinating base selected from unsubstituted or substituted phenanthrolines, dipyridyls, pyridines, dimethylsulphoxide, dimethylformamide, phosphines, arsines, stibines, imidazole and piperidine. The reaction, which is usually effected at 15-150‹ C. and 1-30 atmospheres absolute pressure, may be carried out in the presence of a solvent, other than the alcohol reactant, which is an optionally substituted aliphatic, cycloaliphatic, or aromatic hydrocarbon, an ether, or the co-ordinating base, L. The example describes the preparation of the epoxide wherein X is -CO-CH 3 , R<SP>1</SP> and R<SP>2</SP> are each -CH 3 and R<SP>3</SP> is -H by the oxidation of 2-acetonyl-isopropanol.
GB2223572A 1971-05-13 1972-05-11 Process for the preparation of alphasubstituted epoxide compounds Expired GB1381012A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT2449971 1971-05-13

Publications (1)

Publication Number Publication Date
GB1381012A true GB1381012A (en) 1975-01-22

Family

ID=11213758

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2223572A Expired GB1381012A (en) 1971-05-13 1972-05-11 Process for the preparation of alphasubstituted epoxide compounds

Country Status (15)

Country Link
AT (1) AT316574B (en)
AU (1) AU466536B2 (en)
BE (1) BE783339A (en)
CA (1) CA996125A (en)
CH (1) CH553774A (en)
DD (1) DD97883A5 (en)
DE (1) DE2223299C3 (en)
DK (1) DK132274C (en)
FR (1) FR2147922B1 (en)
GB (1) GB1381012A (en)
LU (1) LU65336A1 (en)
NL (1) NL144270B (en)
NO (1) NO137235C (en)
SE (1) SE386176B (en)
ZA (1) ZA722962B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0207701A2 (en) * 1985-07-02 1987-01-07 The British Petroleum Company p.l.c. Process for the preparation of epoxides

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0207701A2 (en) * 1985-07-02 1987-01-07 The British Petroleum Company p.l.c. Process for the preparation of epoxides
EP0207701A3 (en) * 1985-07-02 1988-08-03 The British Petroleum Company p.l.c. Process for the preparation of epoxides

Also Published As

Publication number Publication date
CH553774A (en) 1974-09-13
SE386176B (en) 1976-08-02
CA996125A (en) 1976-08-31
NO137235C (en) 1978-01-25
DE2223299C3 (en) 1974-10-03
NL7206500A (en) 1972-11-15
AT316574B (en) 1974-07-25
FR2147922A1 (en) 1973-03-11
DE2223299B2 (en) 1974-02-14
BE783339A (en) 1972-09-01
DE2223299A1 (en) 1972-11-23
ZA722962B (en) 1973-02-28
DK132274C (en) 1976-05-10
DK132274B (en) 1975-11-17
FR2147922B1 (en) 1974-09-27
AU466536B2 (en) 1975-10-30
NL144270B (en) 1974-12-16
NO137235B (en) 1977-10-17
DD97883A5 (en) 1973-05-20
LU65336A1 (en) 1972-08-23
AU4162872A (en) 1973-11-01

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Legal Events

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