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RU2001109563A - METHOD FOR ISOLATION AND CLEANING (RR, SS) -2 - [(DIMETHYLAMINO) METHYL] -1- (3-METHOXYPHENYL) CYCLOHEXANOL (TRAMADOL) HYDROCHLORIDE - Google Patents

METHOD FOR ISOLATION AND CLEANING (RR, SS) -2 - [(DIMETHYLAMINO) METHYL] -1- (3-METHOXYPHENYL) CYCLOHEXANOL (TRAMADOL) HYDROCHLORIDE

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Publication number
RU2001109563A
RU2001109563A RU2001109563/04A RU2001109563A RU2001109563A RU 2001109563 A RU2001109563 A RU 2001109563A RU 2001109563/04 A RU2001109563/04 A RU 2001109563/04A RU 2001109563 A RU2001109563 A RU 2001109563A RU 2001109563 A RU2001109563 A RU 2001109563A
Authority
RU
Russia
Prior art keywords
tramadol
water
cyclohexanol
methoxyphenyl
dimethylamino
Prior art date
Application number
RU2001109563/04A
Other languages
Russian (ru)
Other versions
RU2196765C2 (en
Inventor
Надежда Николаевна Бычихина
Валентина Фоминична Князева
Надежда Дмитриевна Кречетова
Людмила Александровна Новокшанова
Юлия Иосифовна Остапович
Original Assignee
Федеральное государственное унитарное предприятие Новокузнецкий научно-исследовательский химико-фармацевтический институт
Filing date
Publication date
Application filed by Федеральное государственное унитарное предприятие Новокузнецкий научно-исследовательский химико-фармацевтический институт filed Critical Федеральное государственное унитарное предприятие Новокузнецкий научно-исследовательский химико-фармацевтический институт
Priority to RU2001109563/04A priority Critical patent/RU2196765C2/en
Priority claimed from RU2001109563/04A external-priority patent/RU2196765C2/en
Application granted granted Critical
Publication of RU2001109563A publication Critical patent/RU2001109563A/en
Publication of RU2196765C2 publication Critical patent/RU2196765C2/en

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Claims (3)

1. Способ выделения и очистки (RR, SS)-2-[(диметиламино)метил] -1-(3-метоксифенил)-циклогексанола (трамадола) гидрохлорида из технической смеси, содержащей трамадол, (RS, SR)-2-[(диметиламино)метил] -1-(3-метоксифенил)циклогексанол [(RS, SR)-изомер] и побочные продукты реакции Гриньяра, включающий селективное осаждение производного трамадола в присутствии воды или органического растворителя, и последующее превращение его в целевой продукт, отличающийся тем, что исходную техническую смесь обрабатывают водой в среде органического растворителя, смешивающегося с водой, выбранного из группы низших спиртов или кетонов, образовавшийся осадок гидрата трамадола отделяют фильтрацией и превращают в целевой продукт обработкой спиртовым раствором хлористого водорода в среде низшего спирта или кетона, или низшего алкилового эфира низшей жирной кислоты с последующей перекристаллизацией из изопропилового спирта.1. Method for the isolation and purification of (RR, SS) -2 - [(dimethylamino) methyl] -1- (3-methoxyphenyl) cyclohexanol (tramadol) hydrochloride from a technical mixture containing tramadol, (RS, SR) -2- [ (dimethylamino) methyl] -1- (3-methoxyphenyl) cyclohexanol [(RS, SR) isomer] and by-products of the Grignard reaction, including the selective precipitation of the tramadol derivative in the presence of water or an organic solvent, and its subsequent transformation into the target product, which differs the fact that the initial technical mixture is treated with water in an environment of an organic solvent, mixing Xia with water, selected from the group of lower alcohols or ketones, the precipitate formed is a hydrate of tramadol is separated by filtration and converted to the desired product by treatment with an alcoholic solution of hydrogen chloride in a lower alcohol or ketone, or a lower alkyl ester of a lower fatty acid, followed by recrystallization from isopropyl alcohol. 2. Способ по п. 1, отличающийся тем, что воду для образования гидрата трамадола берут из расчета 0,1÷1,0 об. ч. на 1 об. ч. растворителя. 2. The method according to p. 1, characterized in that the water for the formation of tramadol hydrate is taken at a rate of 0.1 ÷ 1.0 vol. hours on 1 about. including solvent. 3. Способ по п. 1, отличающийся тем, что в качестве низших спиртов используют метанол, этанол или изопропанол, в качестве низшего кетона используют ацетон, а в качестве низшего алкилового эфира низшей жирной кислоты используют этилацетат. 3. The method according to p. 1, characterized in that methanol, ethanol or isopropanol are used as lower alcohols, acetone is used as lower ketone, and ethyl acetate is used as lower alkyl ester of lower fatty acid.
RU2001109563/04A 2001-04-09 2001-04-09 Method of isolation and purification of (rr,ss)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)-cyclohexanol (tramadol) hydrochloride RU2196765C2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
RU2001109563/04A RU2196765C2 (en) 2001-04-09 2001-04-09 Method of isolation and purification of (rr,ss)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)-cyclohexanol (tramadol) hydrochloride

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
RU2001109563/04A RU2196765C2 (en) 2001-04-09 2001-04-09 Method of isolation and purification of (rr,ss)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)-cyclohexanol (tramadol) hydrochloride

Publications (2)

Publication Number Publication Date
RU2001109563A true RU2001109563A (en) 2003-01-20
RU2196765C2 RU2196765C2 (en) 2003-01-20

Family

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RU2001109563/04A RU2196765C2 (en) 2001-04-09 2001-04-09 Method of isolation and purification of (rr,ss)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)-cyclohexanol (tramadol) hydrochloride

Country Status (1)

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Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1199764B (en) * 1963-04-02 1965-09-02 Gruenenthal Chemie Process for the preparation of basic substituted phenol ethers
US3652589A (en) * 1967-07-27 1972-03-28 Gruenenthal Chemie 1-(m-substituted phenyl)-2-aminomethyl cyclohexanols
GB9017390D0 (en) * 1990-08-08 1990-09-19 Norgine Ltd Improvements in or relating to propylamine derivatives
GB9108222D0 (en) * 1991-04-17 1991-06-05 Ici Plc Composition and method
ES2096726T3 (en) * 1991-09-06 1997-03-16 Mcneilab Inc COMPOSITIONS CONTAINING TRAMADOL AND ANY CODEINE, OXICODONE OR HYDROCODONE, AND THEIR USE.
US5877351A (en) * 1997-12-24 1999-03-02 Wyckoff Chemical Company, Inc. Preparation and purification process for 2- (dimethylamino) methyl!-1-(3-methoxphenyl)-cyclohexanol and its salts

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