GB1283944A - alpha-PHENYLALKYL HALIDES AND CYANIDES AND PROCESSES FOR THEIR MANUFACTURE - Google Patents

alpha-PHENYLALKYL HALIDES AND CYANIDES AND PROCESSES FOR THEIR MANUFACTURE

Info

Publication number
GB1283944A
GB1283944A GB45827/71A GB4582771A GB1283944A GB 1283944 A GB1283944 A GB 1283944A GB 45827/71 A GB45827/71 A GB 45827/71A GB 4582771 A GB4582771 A GB 4582771A GB 1283944 A GB1283944 A GB 1283944A
Authority
GB
United Kingdom
Prior art keywords
phenyl
methyl
dioxolane
ethane
hydroxy
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
GB45827/71A
Inventor
A Rossi
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.)
Novartis AG
Original Assignee
Ciba Geigy AG
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
Priority claimed from CH1524068A external-priority patent/CH529086A/en
Priority claimed from CH1656968A external-priority patent/CH559159A5/en
Application filed by Ciba Geigy AG filed Critical Ciba Geigy AG
Publication of GB1283944A publication Critical patent/GB1283944A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/18—Radicals substituted by singly bound oxygen or sulfur atoms
    • C07D317/20—Free hydroxyl or mercaptan
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/16—Preparation of halogenated hydrocarbons by replacement by halogens of hydroxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/14—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/143—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of ketones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/147—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
    • 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
    • C07C33/38—Alcohols containing six-membered aromatic rings and other rings and having unsaturation outside the aromatic rings
    • 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
    • C07C33/40—Halogenated unsaturated alcohols
    • C07C33/50—Halogenated unsaturated alcohols containing six-membered aromatic rings and other rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
    • C07C41/26—Preparation of ethers by reactions not forming ether-oxygen bonds by introduction of hydroxy or O-metal groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
    • C07C45/57—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom
    • C07C45/59—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom in five-membered rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/08—Preparation of carboxylic acids or their salts, halides or anhydrides from nitriles
    • 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
    • C07D303/48—Compounds containing oxirane rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms, e.g. ester or nitrile radicals
    • H—ELECTRICITY
    • H02—GENERATION; CONVERSION OR DISTRIBUTION OF ELECTRIC POWER
    • H02J—CIRCUIT ARRANGEMENTS OR SYSTEMS FOR SUPPLYING OR DISTRIBUTING ELECTRIC POWER; SYSTEMS FOR STORING ELECTRIC ENERGY
    • H02J13/00—Circuit arrangements for providing remote indication of network conditions, e.g. an instantaneous record of the open or closed condition of each circuitbreaker in the network; Circuit arrangements for providing remote control of switching means in a power distribution network, e.g. switching in and out of current consumers by using a pulse code signal carried by the network
    • H02J13/00004—Circuit arrangements for providing remote indication of network conditions, e.g. an instantaneous record of the open or closed condition of each circuitbreaker in the network; Circuit arrangements for providing remote control of switching means in a power distribution network, e.g. switching in and out of current consumers by using a pulse code signal carried by the network characterised by the power network being locally controlled
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
    • C07C2601/10—Systems containing only non-condensed rings with a five-membered ring the ring being unsaturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/18—Systems containing only non-condensed rings with a ring being at least seven-membered
    • H—ELECTRICITY
    • H02—GENERATION; CONVERSION OR DISTRIBUTION OF ELECTRIC POWER
    • H02J—CIRCUIT ARRANGEMENTS OR SYSTEMS FOR SUPPLYING OR DISTRIBUTING ELECTRIC POWER; SYSTEMS FOR STORING ELECTRIC ENERGY
    • H02J3/00—Circuit arrangements for ac mains or ac distribution networks
    • H02J3/12—Circuit arrangements for ac mains or ac distribution networks for adjusting voltage in ac networks by changing a characteristic of the network load
    • H02J3/14—Circuit arrangements for ac mains or ac distribution networks for adjusting voltage in ac networks by changing a characteristic of the network load by switching loads on to, or off from, network, e.g. progressively balanced loading
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02B—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO BUILDINGS, e.g. HOUSING, HOUSE APPLIANCES OR RELATED END-USER APPLICATIONS
    • Y02B70/00—Technologies for an efficient end-user side electric power management and consumption
    • Y02B70/30—Systems integrating technologies related to power network operation and communication or information technologies for improving the carbon footprint of the management of residential or tertiary loads, i.e. smart grids as climate change mitigation technology in the buildings sector, including also the last stages of power distribution and the control, monitoring or operating management systems at local level
    • Y02B70/3225—Demand response systems, e.g. load shedding, peak shaving
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/10—Process efficiency
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y04—INFORMATION OR COMMUNICATION TECHNOLOGIES HAVING AN IMPACT ON OTHER TECHNOLOGY AREAS
    • Y04S—SYSTEMS INTEGRATING TECHNOLOGIES RELATED TO POWER NETWORK OPERATION, COMMUNICATION OR INFORMATION TECHNOLOGIES FOR IMPROVING THE ELECTRICAL POWER GENERATION, TRANSMISSION, DISTRIBUTION, MANAGEMENT OR USAGE, i.e. SMART GRIDS
    • Y04S20/00—Management or operation of end-user stationary applications or the last stages of power distribution; Controlling, monitoring or operating thereof
    • Y04S20/20—End-user application control systems
    • Y04S20/222—Demand response systems, e.g. load shedding, peak shaving

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Power Engineering (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

1283944 Substituted alkyl halides and cyanides; organomagnesium compound CIBAGEIGY AG 25 Sept 1969 [11 Oct 1968 6 Nov 1968 8 May 1969 21 Aug 1969] 45827/71 Divided out of 1283943 Headings C2C and C2J The invention comprises novel substituted alkyl halides and cyanides of the formula in which X is halogen or CN; R is a 1-cycloalkenyl radical; Ph is o- or p-phenylene; and R 1 and R 2 each represent H or a monovalent aliphatic or araliphatic hydrocarbon radical, or together a divalent aliphatic or araliphatic hydrocarbon radical, with the exception of the compound of the above formula in which R is 1-cyclohexenyl, Ph is p-phenylene, R 1 is CH 3 , R 2 is H and X is halogen or CN, and their preparation. The cyanides are obtained by treating the corresponding halides, resulting from the halogenation of the corresponding alcohols, with for example, potassium cyanide. 1 - Hydrozy - 1 - [p - (1 - cycloheptenyl)phecyl]. 1-hydroxy-1-[p- (1 -cyethane, clopentenyl)phenyl] ethane, 1 - hydroxy - 1 - [p - (6 - methylcyclohexenyl)phenyl]ethane, 1 - hydroxy - 1 - [p - (2- methyloyclohexenyl)phenyl]ethane, 1 - hydroxy- 1- [p- (4 - methylcyclohexenyl)phenyl]ethane, and 1 - hydroxy - 1 - [p - (4 - methoxycyclohexenyl)- phenyl]ethane are obtained by reducing the appropriate acetophenones, resulting from the dehydration and hydrolysis of 2-[p-(1-hydroxycycloheptyl)phenyl]-2-methyl-1,3-dioxolane, 2-[p- (1 - hydroxycyclopentyl)phenyl]- 2 - methyl - 1,3- dioxolane, 2 - [p - (2 - methyl - 1 - hydroxycyclohexyl)phenyl] - 2 - methyl - 1,3 - dioxolane, 2 - [p- (4 - methyl - 1 - hydroxycyclohexyl)phenyl]- 2- methyl - 1,3 - dioxolane, and 2 - [p - (4 - methoxy- 1 - hydroxycyclohexyl)phenyl]- 2 - methyl - 1,3- dioxolane respectively, which are in turn prepared by hydrolysing the products resulting from the reaction between the appropriate cycloalkanone and the Grignard reagent prepared by reacting magnesium chips with a solution of 2 - (p - bromophenyl) - 2 - methyl - 1,3 - dioxolane in absolute tetrahydrofuran.
GB45827/71A 1968-10-11 1969-09-25 alpha-PHENYLALKYL HALIDES AND CYANIDES AND PROCESSES FOR THEIR MANUFACTURE Expired GB1283944A (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
CH1524068A CH529086A (en) 1968-10-11 1968-10-11 Process for the production of new a-phenylcarboxylic acids
CH1656968A CH559159A5 (en) 1968-11-06 1968-11-06 Analgesic anti-inflammatory alpha-phenyl fatty acids
CH708369 1969-05-08
CH1270669 1969-08-21

Publications (1)

Publication Number Publication Date
GB1283944A true GB1283944A (en) 1972-08-02

Family

ID=27429044

Family Applications (2)

Application Number Title Priority Date Filing Date
GB47183/69A Expired GB1283943A (en) 1968-10-11 1969-09-25 alpha-PHENYL-FATTY ACID COMPOUNDS AND PROCESS FOR THEIR MANUFACTURE
GB45827/71A Expired GB1283944A (en) 1968-10-11 1969-09-25 alpha-PHENYLALKYL HALIDES AND CYANIDES AND PROCESSES FOR THEIR MANUFACTURE

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB47183/69A Expired GB1283943A (en) 1968-10-11 1969-09-25 alpha-PHENYL-FATTY ACID COMPOUNDS AND PROCESS FOR THEIR MANUFACTURE

Country Status (11)

Country Link
JP (7) JPS5033051B1 (en)
AT (7) AT299919B (en)
BE (1) BE740100A (en)
DE (1) DE1949987B2 (en)
FR (1) FR2020395B1 (en)
GB (2) GB1283943A (en)
IE (1) IE33339B1 (en)
IL (1) IL33051A (en)
NL (1) NL6915402A (en)
OA (1) OA03602A (en)
SE (1) SE372516B (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS54120099U (en) * 1978-02-10 1979-08-22
JPS5532875U (en) * 1978-08-22 1980-03-03
JPS5779098U (en) * 1980-11-04 1982-05-15
JPH08253196A (en) * 1995-03-16 1996-10-01 K B Shokuhin Kk Water jet type outboard motor
ITMI20010395A1 (en) 2001-02-27 2002-08-27 Dompe Spa OMEGA-AMINO ALKYLAMIDS OF R-2-ARYL-PROPIONIC ACIDS AS INHIBITORS OF CHEMOTAXIS OF POLYMORPHONUCLEATED AND MONONUCLEATE CELLS
EP1457485A1 (en) 2003-03-14 2004-09-15 Dompé S.P.A. Sulfonic acids, their derivatives and pharmaceutical compositions containing them
DE202012010538U1 (en) 2012-07-21 2013-02-05 Christine Berner Protective container for flower bulbs

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4322593Y1 (en) * 1965-01-18 1968-09-24
US3457300A (en) * 1965-06-11 1969-07-22 Merck & Co Inc Acetic acid type compounds

Also Published As

Publication number Publication date
AT314517B (en) 1974-04-10
AT314519B (en) 1974-04-10
JPS5038090B1 (en) 1975-12-06
BE740100A (en) 1970-04-10
AT299919B (en) 1972-07-10
OA03602A (en) 1971-03-30
IE33339B1 (en) 1974-05-29
SE372516B (en) 1974-12-23
JPS5038092B1 (en) 1975-12-06
DE1949987B2 (en) 1976-11-04
FR2020395B1 (en) 1974-02-01
AT319212B (en) 1974-12-10
NL6915402A (en) 1970-04-14
JPS5038093B1 (en) 1975-12-06
IL33051A (en) 1974-05-16
IL33051A0 (en) 1969-11-30
IE33339L (en) 1970-04-11
AT314522B (en) 1974-04-10
JPS5033051B1 (en) 1975-10-27
GB1283943A (en) 1972-08-02
AT314518B (en) 1974-04-10
FR2020395A1 (en) 1970-07-10
JPS51112B1 (en) 1976-01-05
AT314524B (en) 1974-04-10
JPS5038091B1 (en) 1975-12-06
DE1949987A1 (en) 1970-04-16
JPS51111B1 (en) 1976-01-05

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee