GB1151580A - Bis (Cycloalkenyl)-Substituted Olefins - Google Patents

Bis (Cycloalkenyl)-Substituted Olefins

Info

Publication number
GB1151580A
GB1151580A GB4738566A GB4738566A GB1151580A GB 1151580 A GB1151580 A GB 1151580A GB 4738566 A GB4738566 A GB 4738566A GB 4738566 A GB4738566 A GB 4738566A GB 1151580 A GB1151580 A GB 1151580A
Authority
GB
United Kingdom
Prior art keywords
bis
cycloalkenyl
catalyst
group
ethylenes
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
GB4738566A
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.)
Phillips Petroleum Co
Original Assignee
Phillips Petroleum Co
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 Phillips Petroleum Co filed Critical Phillips Petroleum Co
Publication of GB1151580A publication Critical patent/GB1151580A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C6/00Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
    • C07C6/02Metathesis reactions at an unsaturated carbon-to-carbon bond
    • C07C6/04Metathesis reactions at an unsaturated carbon-to-carbon bond at a carbon-to-carbon double bond

Landscapes

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

Abstract

1,151,580. Bis(cycloalkenyl) ethylenes. PHILLIPS PETROLEUM CO. 21 Oct., 1966 [22 Oct., 1965], No. 47385/66. Heading C5E Non-conjugated bis(cycloalkenyl) ethylenes are prepared by contacting a compound of formula where one R<SP>1</SP> group represents a group of formula and the others are hydrogen, or a C 1 -C 10 alkyl, cycloalkyl, alkaryl or aralkyl group, each R<SP>11</SP> is hydrogen or a C 1 -C 10 alkyl, cycloalkyl, aryl, alkaryl or aralkyl group, m is 3-10 inclusive and n is 0-4 inclusive, with a catalyst comprising a supported oxide of molybdenum or tungsten, said contacting being carried out at 25-300‹ C. and 0-1500 p.s.i.g. for at least 0À5 seconds. The examples describe the preparation of 1,2 - bis(3 - cyclohexen - 1 - yl) ethylene (B.C.E.) from 4-vinyl-cyclohexene with the formation of by-products which include 1- cyclohexenyl - 3 - cyclopentenylpropenes. The B.C.E. may be isomerized to 1-phenyl-2-cyclohexyl ethane which in turn may be dehydrogenated to form bibenzyl. This isomerization may be carried out with a supported platinum or palladium catalyst at 150-550‹ C. Stilbene may be formed by the dehydrogenation of B.C.E. with an alumina or chromia catalyst at 400- 800‹ C.
GB4738566A 1965-10-22 1966-10-21 Bis (Cycloalkenyl)-Substituted Olefins Expired GB1151580A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US50254465A 1965-10-22 1965-10-22

Publications (1)

Publication Number Publication Date
GB1151580A true GB1151580A (en) 1969-05-07

Family

ID=23998292

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4738566A Expired GB1151580A (en) 1965-10-22 1966-10-21 Bis (Cycloalkenyl)-Substituted Olefins

Country Status (3)

Country Link
BE (1) BE688784A (en)
FR (1) FR1515037A (en)
GB (1) GB1151580A (en)

Also Published As

Publication number Publication date
FR1515037A (en) 1968-03-01
DE1593263A1 (en) 1972-05-10
BE688784A (en) 1967-04-24
DE1593263B2 (en) 1976-02-12

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee