BG61055B2 - 4-(6'-methoxy-2'naphthyl)-butan-2-on - Google Patents

4-(6'-methoxy-2'naphthyl)-butan-2-on Download PDF

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Publication number
BG61055B2
BG61055B2 BG98348A BG9834893A BG61055B2 BG 61055 B2 BG61055 B2 BG 61055B2 BG 98348 A BG98348 A BG 98348A BG 9834893 A BG9834893 A BG 9834893A BG 61055 B2 BG61055 B2 BG 61055B2
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BG
Bulgaria
Prior art keywords
naphthyl
methoxy
butan
compound
melting point
Prior art date
Application number
BG98348A
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Bulgarian (bg)
Inventor
Carl Rose
Anthony Lake
Original Assignee
Beecham Group P.L.C.
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 P.L.C. filed Critical Beecham Group P.L.C.
Publication of BG61055B2 publication Critical patent/BG61055B2/en

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Classifications

    • 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
    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Съединението е във вид на твърдо вещество с точкана топене 78,50с, проявява противовъзпалителна активност и се използва в химико-фармацевтичната промишленост. Получава се от 4-(6'-метокси-2'нафтил)-3-бутан-2-он след взаимодействие с етилов ацетат вприсъствие на катализатор рd/с.The compound is a solid melting point of 78 ° C, exhibits anti-inflammatory activity and is used in the chemical-pharmaceutical industry. Prepared from 4- (6'-methoxy-2'-naphthyl) -3-butan-2-one after reaction with ethyl acetate in the presence of catalyst pd / c.

Description

(54) 4- (6'-МЕТОКСИ-2'-НАФТИЛ) -БУТАН-(54) 4- (6'-METOXY-2'-NAPHTHYL) -BUTAN-

2-ОН2-OH

Изобретението се отнася до 4(6'-метокси-2'-нафтил) -бутан-2-он.The invention relates to 4 (6'-methoxy-2'-naphthyl) -butan-2-one.

В патент на GB 1 474 377 е описана противовъзпалителната активност на съединения с формулаGB 1 474 377 discloses the anti-inflammatory activity of compounds of formula

в която X е хлорен или бромен атом, или метоксилна, метилтио или алкилна група с 1-4 въглеродни атома; Y е -CHRj -СН2 - или -CR? = СНгрупа, където R, е водороден атом или метална група; и А е CO или СНОН група. Съединенията с формула (I) не са описани в научната литература, с изключение на 4-(6’-метокси-2’-нафтил)-бутан-2-он, което е погрешно съобщено от J.N.Chatteriea и R. Prasad в Indian Journal of Chemistry, том II, март 1973, сс. 214-218. Съединението, описано в тази публикация, е във форма на гъсто бледожълто масло, докато сега е открито, че 4-(6'-метокси-2'-нафтил)-бутон-2-он е твърдо вещество сwherein X is a chlorine or bromine atom or a methoxy, methylthio or alkyl group of 1-4 carbon atoms; Y is -CHR 2 -CH 2 - or -CR ? = CH group where R 1 is a hydrogen atom or a metal group; and A is a CO or CHOH group. The compounds of formula (I) have not been described in the scientific literature, with the exception of 4- (6'-methoxy-2'-naphthyl) -butan-2-one, which was incorrectly reported by JNChatteriea and R. Prasad in the Indian Journal of Chemistry, Volume II, March 1973, p. 214-218. The compound described in this publication is in the form of a thick pale yellow oil, while it is now discovered that 4- (6'-methoxy-2'-naphthyl) -buton-2-one is a solid with

т. на топене поне 78,5°С. Изобретението се отнася до 4-(6'-метокси-2'-нафтил)-бутан-2-он в твърда форма.mp at least 78.5 ° C. The invention relates to 4- (6'-methoxy-2'-naphthyl) -butan-2-one in solid form.

По-специално изобретението се от5 нася до 4-(6'-метокси-2'-нафтил)-бутан-2-он в твърда форма с т. на топене 78,5°С.In particular, the invention is from 5 to 4- (6'-methoxy-2'-naphthyl) -butan-2-one in solid form, mp 78.5 ° C.

Следващият пример пояснява получаването на съединението съгласно 10 описанието.The following example illustrates the preparation of the compound as described 10.

Пример 1. 4-(6'-метокси-2'-нафтил)-бутан-2-онExample 1. 4- (6'-Methoxy-2'-naphthyl) -butan-2-one

4-(6'-метокси-2'-нафтил)-3-бутан-2-он (32 g), получен както е опи15 сано в заявка N 42550/73, в етилацетат (500 ml) се разклаща при стайна температура върху 10% Pd/C (3g) под атмосферно налягане на водород, докато престане поглъщането на водород 20 до получаване на 4-(6’-метокси-2'нафтил)-бутан-2-он (22,5 g) с т. на топене 78,5°С.4- (6'-Methoxy-2'-naphthyl) -3-butan-2-one (32 g), prepared as described in application No. 42550/73, was shaken in ethyl acetate (500 ml) at room temperature over 10% Pd / C (3g) at atmospheric pressure of hydrogen until the absorption of hydrogen 20 ceases to give 4- (6'-methoxy-2'-naphthyl) -butan-2-one (22.5 g) m.p. mp 78.5 ° C.

Claims (2)

Патентни претенцииClaims 1. 4-(6'-метокси-2'-нафтил)-бутан-2-он в твърда форма.1. 4- (6'-Methoxy-2'-naphthyl) -butan-2-one in solid form. 2. 4-(6'-метокси-2'-нафтил)-бутан-2-он във форма на твърдо вещество с т. на топене 78,5°С.2. 4- (6'-Methoxy-2'-naphthyl) -butan-2-one as a solid with a melting point of 78.5 ° C.
BG98348A 1974-08-20 1993-12-29 4-(6'-methoxy-2'naphthyl)-butan-2-on BG61055B2 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB4796076A GB1476721A (en) 1974-08-20 1974-08-20 4-6-methoxy-2-naphthyl-butan-2-one

Publications (1)

Publication Number Publication Date
BG61055B2 true BG61055B2 (en) 1996-09-30

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ID=10446865

Family Applications (1)

Application Number Title Priority Date Filing Date
BG98348A BG61055B2 (en) 1974-08-20 1993-12-29 4-(6'-methoxy-2'naphthyl)-butan-2-on

Country Status (2)

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BG (1) BG61055B2 (en)
GB (1) GB1476721A (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4221741A (en) * 1978-01-27 1980-09-09 Beecham Group Limited Preparation of 4(6'-methoxy-2'-naphthyl)butan-2-one
NL8803088A (en) * 1987-12-19 1989-07-17 Beecham Group Plc PROCESS FOR THE PREPARATION OF A BUTANON DERIVATIVE.
CA2004042C (en) * 1988-12-08 1999-11-02 Napp Technologies, Inc. Method of preparation of nabumetone
US5861538A (en) * 1997-08-04 1999-01-19 Albemarle Corporation Production of alkoxynaphthyl-substituted ketones from naphthaldehydes

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Publication number Publication date
GB1476721A (en) 1977-06-16

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