GB1042472A - Dibenzocycloheptenes - Google Patents

Dibenzocycloheptenes

Info

Publication number
GB1042472A
GB1042472A GB22384/63A GB2238463A GB1042472A GB 1042472 A GB1042472 A GB 1042472A GB 22384/63 A GB22384/63 A GB 22384/63A GB 2238463 A GB2238463 A GB 2238463A GB 1042472 A GB1042472 A GB 1042472A
Authority
GB
United Kingdom
Prior art keywords
formula
compound
reacting
alkyl
allyl
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
GB22384/63A
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.)
Merck and Co Inc
Original Assignee
Merck and Co Inc
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 Merck and Co Inc filed Critical Merck and Co Inc
Publication of GB1042472A publication Critical patent/GB1042472A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C33/05—Alcohols containing rings other than six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C07C1/32—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from compounds containing hetero-atoms other than or in addition to oxygen or halogen
    • C07C1/325—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from compounds containing hetero-atoms other than or in addition to oxygen or halogen the hetero-atom being a metal atom
    • C07C1/326—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from compounds containing hetero-atoms other than or in addition to oxygen or halogen the hetero-atom being a metal atom the hetero-atom being a magnesium atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C13/00—Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
    • C07C13/28—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof
    • C07C13/32—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings
    • C07C13/54—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings with three condensed rings
    • C07C13/547—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings with three condensed rings at least one ring not being six-membered, the other rings being at the most six-membered
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C13/00—Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
    • C07C13/28—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof
    • C07C13/32—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings
    • C07C13/54—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings with three condensed rings
    • C07C13/605—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings with three condensed rings with a bridged ring system
    • C07C13/615—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings with three condensed rings with a bridged ring system with an adamantane ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C35/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C07C35/22—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/02—Ortho- or ortho- and peri-condensed systems
    • C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
    • C07C2603/30—Ortho- or ortho- and peri-condensed systems containing three rings containing seven-membered rings
    • C07C2603/32—Dibenzocycloheptenes; Hydrogenated dibenzocycloheptenes

Landscapes

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

Abstract

The invention comprises compounds of the formula <FORM:1042472/C4-C5/1> in which the dotted line indicates that the compounds are saturated or unsaturated at the indicated position, each of X and X1 is a hydrogen atom or a C1-6 alkyl, C2-6 alkenyl, phenyl or substituted phenyl group; and more than substituent may be on each benzenoid ring; Y is a hydrogen atom; and Z is an allyl or an alkyl-substituted allyl group; and processes for their preparation comprising (a) reacting a compound of the formula <FORM:1042472/C4-C5/2> with a compound of the formula ZMgHal, wherein Hal is a halogen atom, and hydrolysing the reaction product, or (b) reacting a compound of the formula <FORM:1042472/C4-C5/3> wherein M is lithium, potassium or sodium, with a compound of the formula ZHal.ALSO:The invention comprises compounds of the formula <FORM:1042472/C2/1> in which the dotted line indicates that the compounds are saturated or unsaturated at the indicated position, each of X and X1 is a hydrogen, fluorine, chlorine, bromine or iodine atom, or a C1- 6 alkyl, C2- 6 alkenyl, C1- 4 perfluoroalkyl, phenyl, substituted phenyl, C1- 4 acyl, C1- 4 perfluoroacyl, C1- 4 alkylamino, C2- 8 dialkylamino, C1- 4 acylamino, C1- 4 perfluoroacylamino, C1- 4 alkylsulphonylamino, hydroxy, C1- 4 alkoxy, C1- 4 perfluoroalkoxy, cyano carboxy, carbamoyl, C2- 5 alkylcarbamoyl, C3- 9 di-alkylcarbamoyl, C1- 6 carboalkoxy, mercapto, C1- 4 alkylmercapto, C1- 4 perfluoroalkylmercapto, C1- 4 alkylsulphonyl, sulphamoyl, C1- 4 alkylsulphamoyl or C2- 8 dialkylsulphamoyl group; and more than one substituent may be on each benzenoid ring; Y is a hydrogen or halogen atom; and Z is an allyl or an alkyl-substituted allyl radical; and processes for their preparation comprising (a) reacting a compound of the formula <FORM:1042472/C2/2> with a compound of the formula ZMgHal, wherein Hal is a halogen atom, and hydrolysing the reaction product, or (b) reacting a compound of the formula <FORM:1042472/C2/3> wherein M is lithium, potassium or sodium, with a compound of the formula ZHal.
GB22384/63A 1962-07-12 1963-06-05 Dibenzocycloheptenes Expired GB1042472A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US209311A US3270067A (en) 1962-07-12 1962-07-12 Chemical process and products produced thereby

Publications (1)

Publication Number Publication Date
GB1042472A true GB1042472A (en) 1966-09-14

Family

ID=22778262

Family Applications (1)

Application Number Title Priority Date Filing Date
GB22384/63A Expired GB1042472A (en) 1962-07-12 1963-06-05 Dibenzocycloheptenes

Country Status (3)

Country Link
US (1) US3270067A (en)
AT (1) AT260202B (en)
GB (1) GB1042472A (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3832405A (en) * 1970-05-18 1974-08-27 American Home Prod 5-cycloalkylidene dibenzocycloheptene derivatives
US3686335A (en) * 1970-12-21 1972-08-22 Smith Kline French Lab 5-vinyl-5h-di benzo(a,d)cycloheptenes
US3965181A (en) * 1973-07-06 1976-06-22 Syntex (U.S.A.) Inc. Tricyclic pharmacological agents, intermediates and methods of making
US3979430A (en) * 1975-09-08 1976-09-07 Syntex (U.S.A.) Inc. Solvolytic process for the preparation of 2-(5H-dibenzo[a,d]cyclohepten-5-on-2-yl)acetic, propionic and butyric acids
DE3772260D1 (en) * 1986-04-30 1991-09-26 Hitachi Chemical Co Ltd PARA- OR META-TERPHENYLTETRACARBONIC ACIDS, YOUR DIANHYDRIDES AND METHOD FOR THE PRODUCTION THEREOF.

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2058466A (en) * 1933-12-16 1936-10-27 Du Pont A process of adding a hydrogen halide to a compound containing an olefinic linkage
US2082946A (en) * 1934-09-25 1937-06-08 Usines Chimiques Rhone Soc D Process of preparing beta-bromethyl benzene
US2540157A (en) * 1946-10-26 1951-02-06 Pierce Lab Inc Tertiary rosin alcohols and method for making the same
US2625571A (en) * 1951-06-21 1953-01-13 Universal Oil Prod Co Di-(alkylphenyl)-alkenes
US2768985A (en) * 1951-06-23 1956-10-30 California Research Corp Preparation of meta-dialkylbenzenes
US2744149A (en) * 1953-06-29 1956-05-01 Hercules Powder Co Ltd Preparation of m- and p-cymene mixture by isomerization of cymene
US2901517A (en) * 1955-05-10 1959-08-25 Universal Oil Prod Co Preparation of substituted ortho-polymethylene aromatic hydrocarbons
GB841745A (en) * 1958-04-09 1960-07-20 Distillers Co Yeast Ltd Production of aliphatic bromides
US2917553A (en) * 1958-06-26 1959-12-15 Rohm & Haas Process for preparing 1,1-dichloro-2,2-diarylethanes
US3189657A (en) * 1960-11-03 1965-06-15 Lilly Co Eli 5-(3-bromopropylidene) dibenzo-[a, d] cyclohepta (1.4)diene

Also Published As

Publication number Publication date
US3270067A (en) 1966-08-30
AT260202B (en) 1968-02-12

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