UA97508C2 - Способ получения 6-[3-(1-адамантил)-4-метоксифенил]-2-нафтойной кислоты - Google Patents

Способ получения 6-[3-(1-адамантил)-4-метоксифенил]-2-нафтойной кислоты

Info

Publication number
UA97508C2
UA97508C2 UAA200907980A UAA200907980A UA97508C2 UA 97508 C2 UA97508 C2 UA 97508C2 UA A200907980 A UAA200907980 A UA A200907980A UA A200907980 A UAA200907980 A UA A200907980A UA 97508 C2 UA97508 C2 UA 97508C2
Authority
UA
Ukraine
Prior art keywords
adamantyl
methoxyphenyl
naphthoic acid
preparation
bromanisole
Prior art date
Application number
UAA200907980A
Other languages
English (en)
Ukrainian (uk)
Inventor
Иварс Калвиньш
Александрс Чернобровийс
Вячеслав Трибулович
Владимир Лабейш
Original Assignee
Гриндекс, Э Джоинт Сток Компани
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 Гриндекс, Э Джоинт Сток Компани filed Critical Гриндекс, Э Джоинт Сток Компани
Publication of UA97508C2 publication Critical patent/UA97508C2/ru

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
    • C07C67/343—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group 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
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/09—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/56—Ring systems containing bridged rings
    • C07C2603/58—Ring systems containing bridged rings containing three rings
    • C07C2603/70—Ring systems containing bridged rings containing three rings containing only six-membered rings
    • C07C2603/74—Adamantanes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Предлагается процесс получения 6-[3-(1-адамантил)- 4-метоксифенил]- 2-нафтойной кислоты из 2-(1-адамантил)- 4-броманизола, в основе которого лежит преобразование 2-(1-адамантил)- 4-броманизола на реактив Гриньяра, для чего используют металлический магний, безводный лития хлорид и диброметан, следующее переметаллирование боратами до 3-(адамантил)- 4-метоксифенилбориновой кислоты, которая путем реакции перекрестного соединения Сузуки-Мияури с алкил-6-галонафтоатами, катализированной Pd[O] или лигандами Pd/фосфин, превращается в эфиры 6-[3-(1-адамантил)- 4-метоксифенил]- 2-нафтойной кислоты, и последующий гидролиз в щелочной среде, в этиленгликоле или 1,2-пропандиоле, полученных таким образом эфиров до 6-[3-(1-адамантил)- 4-метоксифенил]-2-нафтойной кислоты.
UAA200907980A 2006-12-28 2007-12-28 Способ получения 6-[3-(1-адамантил)-4-метоксифенил]-2-нафтойной кислоты UA97508C2 (ru)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
LVP-06-150A LV13737B (en) 2006-12-28 2006-12-28 Method for manufacturing 6[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthoic acid
PCT/EP2007/064647 WO2008080992A2 (en) 2006-12-28 2007-12-28 A process for the preparation of 6-[3-(1-adamantyl)-4-methoxyphenyl-2-naphtoic acid

Publications (1)

Publication Number Publication Date
UA97508C2 true UA97508C2 (ru) 2012-02-27

Family

ID=39589039

Family Applications (1)

Application Number Title Priority Date Filing Date
UAA200907980A UA97508C2 (ru) 2006-12-28 2007-12-28 Способ получения 6-[3-(1-адамантил)-4-метоксифенил]-2-нафтойной кислоты

Country Status (5)

Country Link
EP (1) EP2139838B1 (ru)
EA (1) EA015836B1 (ru)
LV (1) LV13737B (ru)
UA (1) UA97508C2 (ru)
WO (1) WO2008080992A2 (ru)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP6604334B2 (ja) * 2014-11-26 2019-11-13 住友化学株式会社 化合物の製造方法

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6462064B1 (en) * 1996-07-08 2002-10-08 Galderma Research & Development S.N.C. Apoptosis inducing adamantyl derivatives and their usage as anti-cancer agents, especially for cervical cancers and dysplasias
ITMI20050550A1 (it) * 2005-04-01 2006-10-02 Dipharma Spa Procedimento per la preparazione di adapalene

Also Published As

Publication number Publication date
WO2008080992A3 (en) 2008-09-18
LV13737B (en) 2008-10-20
EA015836B1 (ru) 2011-12-30
WO2008080992A2 (en) 2008-07-10
EP2139838A2 (en) 2010-01-06
EP2139838B1 (en) 2012-03-28
EA200900898A1 (ru) 2010-02-26

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