SE7907064L - PROCEDURE FOR PREPARATION OF NAFTALE DERIVATIVES - Google Patents

PROCEDURE FOR PREPARATION OF NAFTALE DERIVATIVES

Info

Publication number
SE7907064L
SE7907064L SE7907064A SE7907064A SE7907064L SE 7907064 L SE7907064 L SE 7907064L SE 7907064 A SE7907064 A SE 7907064A SE 7907064 A SE7907064 A SE 7907064A SE 7907064 L SE7907064 L SE 7907064L
Authority
SE
Sweden
Prior art keywords
compound
naphthyl
methoxy
group
choh
Prior art date
Application number
SE7907064A
Other languages
Swedish (sv)
Other versions
SE7907064A0 (en
Inventor
A W Lake
C J Rose
Original Assignee
Beecham Group Ltd
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 Beecham Group Ltd filed Critical Beecham Group Ltd
Publication of SE7907064A0 publication Critical patent/SE7907064A0/en
Publication of SE7907064L publication Critical patent/SE7907064L/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
    • C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • 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
    • C07C29/143—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
    • C07C29/145—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 with hydrogen or hydrogen-containing gases
    • 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
    • C07C29/36—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal
    • C07C29/38—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal by reaction with aldehydes or ketones
    • C07C29/40—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal by reaction with aldehydes or ketones with compounds containing carbon-to-metal bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
    • C07C43/23—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing 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
    • C07C45/26—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by hydration of carbon-to-carbon triple bonds
    • 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
    • C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
    • 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
    • C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
    • C07C45/46—Friedel-Crafts reactions
    • 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
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/62—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by hydrogenation of carbon-to-carbon double or triple bonds
    • 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
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • 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
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
    • C07C45/74—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups combined with dehydration
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
    • C07C49/255—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing ether groups, groups, groups, or groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Rheumatology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pain & Pain Management (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

1474377 Naphthalene derivatives BEECHAM GROUP Ltd 20 Aug 1974 [11 Sept 1973] 42550/73 Heading C2C [Also in Division A5] Novel compounds II in which X is Cl, Br, OCH 3 , SCH 3 , or 1-4C alkyl; Y is -CHR 1 -CH 2 - or R 1 is H or CH 3 and A is -CO- or -CHOH-; excepting the known compound 4-(61-methoxy- 21-naphthyl)butan-2-one; are prepared by methylation of a compound VI with MeLi, followed where necessary by reduction of the -CO- group to a -CHOH- group or by base catalysed reaction of acetone with a compound VII to give a compound II where Y is -CH = CH- followed where necessary by reduction of the -CO- group to a -CHOH- group. 3 - (61 - Methoxy - 21 - naphthyl) - butyric acid is prepared by reaction of triethylphosphonoacetate with 2-acetyl-6-methoxynaphthalene to give ethyl 3-(61-methoxy-21-naphthyl)-2-butenoate; reduction of this with H 2 over Pd/C to give ethyl 3 - (61 - methoxy - 21 - naphthyl) - butyrate and hydrolysis with NaOH. Trans - 3 - (61 - methoxy - 21 - naphthyl) - 2- butenoic acid is prepared by hydrolysis of its ethyl ester with NaOH.

Claims (1)

1. PATENTKRAV Analomiforfararde for framstallning av en forening med formeln (II): ...„."›,....1_,-C112-CH2-CO -C}{3 CH3 0- kannetecknat dOrav, att man a)°matter en fOrening med formeln (VI): CH2-CH2 -00 -B, . - I, z(VI) 11130 vari H :11, en brom- eller klor- eller jodatom; med en fbrening mad forme], )VII)1 CH3fI van i 83 Ar en 'dor-, brom- eller jodatom eller liknande uttyt,. bar grupp, med en farening med formeln (XIV): R4-CO-da-H-CO-CH3 (XIV) 5. oxiderar en fbrening med formeln (XV): 6. tillampar andra i och fOr sig kande fArfaranden. CH2-CH2-CHOH-CH 3 CH30 7. metylerar en fArening med formeln (XVI): CH2-CH2 -CO -CHI CH2-83 (XV) .(XVI) 003 - B,(VII)1. Patent claims for the preparation of a compound of the formula (II): ... „." ›, .... 1 _, - C112-CH2-CO -C} {3 CH3 0- can be characterized in that a) ° forms a compound of formula (VI): CH 2 -CH 2 -00 -B, - I, z (VI) 11130 wherein H: 11, a bromine or chlorine or iodine atom; 1 CH 3 FI in 83 Ar is a dor, bromine or iodine atom or similar exploitable group, having a compound of formula (XIV): R 4 -CO-da-H-CO-CH 3 (XIV) 5. oxidizes a compound of formula (XV): 6. applies other in and of itself processes CH2-CH2-CHOH-CH 3 CH3 O 7. methylates a compound of formula (XVI): CH2-CH2 -CO -CHI CH2-83 ( (XVI) 003 - B, (VII)
SE7907064A 1973-09-11 1979-08-23 PROCEDURE FOR PREPARATION OF NAFTALE DERIVATIVES SE7907064L (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB4255073A GB1474377A (en) 1973-09-11 1973-09-11 Naphthalene derivatives

Publications (2)

Publication Number Publication Date
SE7907064A0 SE7907064A0 (en) 1979-08-23
SE7907064L true SE7907064L (en) 1979-08-23

Family

ID=10424914

Family Applications (2)

Application Number Title Priority Date Filing Date
SE7411261A SE420598B (en) 1973-09-11 1974-09-05 ANALOGY PROCEDURE FOR THE PREPARATION OF Naphthalene derivatives
SE7907064A SE7907064L (en) 1973-09-11 1979-08-23 PROCEDURE FOR PREPARATION OF NAFTALE DERIVATIVES

Family Applications Before (1)

Application Number Title Priority Date Filing Date
SE7411261A SE420598B (en) 1973-09-11 1974-09-05 ANALOGY PROCEDURE FOR THE PREPARATION OF Naphthalene derivatives

Country Status (15)

Country Link
JP (4) JPS5920655B2 (en)
BE (1) BE819794A (en)
CH (8) CH603524A5 (en)
CY (2) CY1083A (en)
DE (2) DE2463219C2 (en)
DK (1) DK156642C (en)
FR (1) FR2242972B1 (en)
GB (1) GB1474377A (en)
HK (2) HK56280A (en)
IE (1) IE40001B1 (en)
KE (2) KE3081A (en)
MY (2) MY8100198A (en)
NL (1) NL175812C (en)
SE (2) SE420598B (en)
ZA (1) ZA745441B (en)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IL52006A0 (en) * 1976-05-13 1977-07-31 Beecham Group Ltd Novel nephthalene derivatives their preparation and pharmaceutical compositions containing them
GB2014993B (en) * 1977-11-03 1982-05-12 Beecham Group Ltd Chemical compounds
DE2860631D1 (en) * 1978-01-07 1981-05-07 Beecham Group Plc Process for the preparation of 4-(6-methoxy-2-naphthyl)butan-2-one and 2-acetyl-3-(6-methoxy-2-naphthyl) propenoic acid esters
CA1142965A (en) * 1979-06-08 1983-03-15 Alexander C. Goudie Substituted decalins, their preparation and use
GB8416638D0 (en) * 1984-06-29 1984-08-01 Beecham Group Plc Topical treatment and composition
GB8607119D0 (en) * 1986-03-21 1986-04-30 Beecham Group Plc Process
DE69120491T2 (en) * 1990-09-18 1996-11-14 Fujitsu Ltd Cursor shift control device for a computer display
GB9108128D0 (en) * 1991-04-15 1991-06-05 Zambeletti Spa L Novel formulation
GB9201857D0 (en) 1992-01-29 1992-03-18 Smithkline Beecham Plc Novel compound
GB9222849D0 (en) * 1992-10-31 1992-12-16 Smithkline Beecham Plc Novel use of pharmaceutical compositions
WO1997032837A1 (en) * 1996-03-06 1997-09-12 Sumitomo Pharmaceuticals Co., Ltd. Nonsteroidal estrogen derivatives
US5861538A (en) * 1997-08-04 1999-01-19 Albemarle Corporation Production of alkoxynaphthyl-substituted ketones from naphthaldehydes
JP2006511445A (en) * 2002-06-07 2006-04-06 コーティカル・ピーティーワイ・リミテッド Naphthalene derivatives that inhibit the cytokine or biological activity of macrophage migration inhibitory factor (MIF)
EP2123621A1 (en) 2008-05-20 2009-11-25 Bayer Schering Pharma Aktiengesellschaft New [F-18]-marked L-glutamic acids and L-glutamic acid derivatives (1), application thereof and method for their manufacture
EP2123619A1 (en) 2008-05-20 2009-11-25 Bayer Schering Pharma AG New [F-18]-marked L-glutamic acids and L-glutamic acid derivatives (II), application thereof and method for their manufacture

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NO125971B (en) * 1969-05-22 1972-12-04 Syntex Corp
BR6915468D0 (en) * 1969-10-09 1973-03-13 Syntex Corp PROCESS FOR THE PREPARATION OF D 2- (6-REPLACED-2-NAFTIL) -PROPANAL

Also Published As

Publication number Publication date
JPS5921850B2 (en) 1984-05-22
FR2242972A1 (en) 1975-04-04
NL175812C (en) 1985-01-02
JPS5920655B2 (en) 1984-05-15
MY8100197A (en) 1981-12-31
IE40001B1 (en) 1979-02-14
KE3081A (en) 1980-10-03
JPS605580B2 (en) 1985-02-12
CH613932A5 (en) 1979-10-31
DE2442305C2 (en) 1986-04-03
SE420598B (en) 1981-10-19
FR2242972B1 (en) 1978-07-21
NL175812B (en) 1984-08-01
HK56180A (en) 1980-10-10
CH603524A5 (en) 1978-08-15
HK56280A (en) 1980-10-10
JPS5890526A (en) 1983-05-30
DK156642C (en) 1990-01-29
CH603543A5 (en) 1978-08-31
CH603523A5 (en) 1978-08-15
CY1083A (en) 1980-12-27
ZA745441B (en) 1975-08-27
CY1082A (en) 1980-12-27
IE40001L (en) 1975-03-11
DK477674A (en) 1975-05-12
CH603527A5 (en) 1978-08-15
CH603525A5 (en) 1978-08-15
JPS6033818B2 (en) 1985-08-05
JPS58113142A (en) 1983-07-05
DE2442305A1 (en) 1975-03-13
SE7907064A0 (en) 1979-08-23
AU7313674A (en) 1976-03-11
SE7411261L (en) 1975-03-12
BE819794A (en) 1975-03-11
JPS5896036A (en) 1983-06-07
MY8100198A (en) 1981-12-31
DE2463219C2 (en) 1988-02-04
KE3082A (en) 1980-10-03
CH599090A5 (en) 1978-05-12
GB1474377A (en) 1977-05-25
NL7412060A (en) 1975-03-13
DK156642B (en) 1989-09-18
JPS5053359A (en) 1975-05-12
CH603526A5 (en) 1978-08-15

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