Process for the preparation of pure enatiomers of 4-[4-(4'-tert.butylphenyl)-2-hydroxybutoxy]-benzoic acid and its alkyl ester
The pure enantiomers of LIFIBROL and its alkyl esters can be prepared in surprisingly good yields by reacting the pure enantiomeric forms of S(-)- or R(+)-4-(4'-tert.butylphenyl)-1,2-epoxybutane with alkyl 4-hydroxybenzoate in DMF at increased temperature and in the presence of the sodium salt...
Gespeichert in:
Hauptverfasser: | , |
---|---|
Format: | Patent |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext bestellen |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | |
---|---|
container_issue | |
container_start_page | |
container_title | |
container_volume | |
creator | HENSCHEL, HANS-HELMUT REITER, FRIEDEMANN |
description | The pure enantiomers of LIFIBROL and its alkyl esters can be prepared in surprisingly good yields by reacting the pure enantiomeric forms of S(-)- or R(+)-4-(4'-tert.butylphenyl)-1,2-epoxybutane with alkyl 4-hydroxybenzoate in DMF at increased temperature and in the presence of the sodium salt of alkyl 4-hydroxybenzoate. The crude reaction product is subsequently to be separated off. Either the stereochemically pure LIFIBROL ester is obtained by recrystallisation, or the precipitated LIFIBROL enantiomer is prepared in pure crystalline form by mild alkaline hydrolysis followed by acidification. |
format | Patent |
fullrecord | <record><control><sourceid>epo_EVB</sourceid><recordid>TN_cdi_epo_espacenet_GR3017178TT3</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>GR3017178TT3</sourcerecordid><originalsourceid>FETCH-epo_espacenet_GR3017178TT33</originalsourceid><addsrcrecordid>eNqNi70KwjAUhbs4iPoO10kdItYU6i7-jCLdREqa3tJgTMJNCsbBZ7cFH8DlfJyPc8bJ50JWovfQWILQIjhCJ0gEZQ3YBlxHCGiG_kTyg8rYLWPLbMECUlhXXYjatWiiXrEta2NN9hV72-edVWjeVkkQUtUgTA0qeBD6ETWg7__TZNQI7XH24ySZHw_F_szQ2RK9ExINhvJ05Zs0T_NdUXD-z-YL72VH4Q</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>patent</recordtype></control><display><type>patent</type><title>Process for the preparation of pure enatiomers of 4-[4-(4'-tert.butylphenyl)-2-hydroxybutoxy]-benzoic acid and its alkyl ester</title><source>esp@cenet</source><creator>HENSCHEL, HANS-HELMUT ; REITER, FRIEDEMANN</creator><creatorcontrib>HENSCHEL, HANS-HELMUT ; REITER, FRIEDEMANN</creatorcontrib><description>The pure enantiomers of LIFIBROL and its alkyl esters can be prepared in surprisingly good yields by reacting the pure enantiomeric forms of S(-)- or R(+)-4-(4'-tert.butylphenyl)-1,2-epoxybutane with alkyl 4-hydroxybenzoate in DMF at increased temperature and in the presence of the sodium salt of alkyl 4-hydroxybenzoate. The crude reaction product is subsequently to be separated off. Either the stereochemically pure LIFIBROL ester is obtained by recrystallisation, or the precipitated LIFIBROL enantiomer is prepared in pure crystalline form by mild alkaline hydrolysis followed by acidification.</description><edition>6</edition><language>eng</language><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS ; APPARATUS THEREFOR ; CHEMISTRY ; GENERAL METHODS OF ORGANIC CHEMISTRY ; HUMAN NECESSITIES ; HYGIENE ; MEDICAL OR VETERINARY SCIENCE ; METALLURGY ; ORGANIC CHEMISTRY ; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES</subject><creationdate>1995</creationdate><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19951130&DB=EPODOC&CC=GR&NR=3017178T3$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,780,885,25564,76547</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19951130&DB=EPODOC&CC=GR&NR=3017178T3$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>HENSCHEL, HANS-HELMUT</creatorcontrib><creatorcontrib>REITER, FRIEDEMANN</creatorcontrib><title>Process for the preparation of pure enatiomers of 4-[4-(4'-tert.butylphenyl)-2-hydroxybutoxy]-benzoic acid and its alkyl ester</title><description>The pure enantiomers of LIFIBROL and its alkyl esters can be prepared in surprisingly good yields by reacting the pure enantiomeric forms of S(-)- or R(+)-4-(4'-tert.butylphenyl)-1,2-epoxybutane with alkyl 4-hydroxybenzoate in DMF at increased temperature and in the presence of the sodium salt of alkyl 4-hydroxybenzoate. The crude reaction product is subsequently to be separated off. Either the stereochemically pure LIFIBROL ester is obtained by recrystallisation, or the precipitated LIFIBROL enantiomer is prepared in pure crystalline form by mild alkaline hydrolysis followed by acidification.</description><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS</subject><subject>APPARATUS THEREFOR</subject><subject>CHEMISTRY</subject><subject>GENERAL METHODS OF ORGANIC CHEMISTRY</subject><subject>HUMAN NECESSITIES</subject><subject>HYGIENE</subject><subject>MEDICAL OR VETERINARY SCIENCE</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><subject>PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>1995</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNqNi70KwjAUhbs4iPoO10kdItYU6i7-jCLdREqa3tJgTMJNCsbBZ7cFH8DlfJyPc8bJ50JWovfQWILQIjhCJ0gEZQ3YBlxHCGiG_kTyg8rYLWPLbMECUlhXXYjatWiiXrEta2NN9hV72-edVWjeVkkQUtUgTA0qeBD6ETWg7__TZNQI7XH24ySZHw_F_szQ2RK9ExINhvJ05Zs0T_NdUXD-z-YL72VH4Q</recordid><startdate>19951130</startdate><enddate>19951130</enddate><creator>HENSCHEL, HANS-HELMUT</creator><creator>REITER, FRIEDEMANN</creator><scope>EVB</scope></search><sort><creationdate>19951130</creationdate><title>Process for the preparation of pure enatiomers of 4-[4-(4'-tert.butylphenyl)-2-hydroxybutoxy]-benzoic acid and its alkyl ester</title><author>HENSCHEL, HANS-HELMUT ; REITER, FRIEDEMANN</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_GR3017178TT33</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng</language><creationdate>1995</creationdate><topic>ACYCLIC OR CARBOCYCLIC COMPOUNDS</topic><topic>APPARATUS THEREFOR</topic><topic>CHEMISTRY</topic><topic>GENERAL METHODS OF ORGANIC CHEMISTRY</topic><topic>HUMAN NECESSITIES</topic><topic>HYGIENE</topic><topic>MEDICAL OR VETERINARY SCIENCE</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><topic>PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES</topic><toplevel>online_resources</toplevel><creatorcontrib>HENSCHEL, HANS-HELMUT</creatorcontrib><creatorcontrib>REITER, FRIEDEMANN</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>HENSCHEL, HANS-HELMUT</au><au>REITER, FRIEDEMANN</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>Process for the preparation of pure enatiomers of 4-[4-(4'-tert.butylphenyl)-2-hydroxybutoxy]-benzoic acid and its alkyl ester</title><date>1995-11-30</date><risdate>1995</risdate><abstract>The pure enantiomers of LIFIBROL and its alkyl esters can be prepared in surprisingly good yields by reacting the pure enantiomeric forms of S(-)- or R(+)-4-(4'-tert.butylphenyl)-1,2-epoxybutane with alkyl 4-hydroxybenzoate in DMF at increased temperature and in the presence of the sodium salt of alkyl 4-hydroxybenzoate. The crude reaction product is subsequently to be separated off. Either the stereochemically pure LIFIBROL ester is obtained by recrystallisation, or the precipitated LIFIBROL enantiomer is prepared in pure crystalline form by mild alkaline hydrolysis followed by acidification.</abstract><edition>6</edition><oa>free_for_read</oa></addata></record> |
fulltext | fulltext_linktorsrc |
identifier | |
ispartof | |
issn | |
language | eng |
recordid | cdi_epo_espacenet_GR3017178TT3 |
source | esp@cenet |
subjects | ACYCLIC OR CARBOCYCLIC COMPOUNDS APPARATUS THEREFOR CHEMISTRY GENERAL METHODS OF ORGANIC CHEMISTRY HUMAN NECESSITIES HYGIENE MEDICAL OR VETERINARY SCIENCE METALLURGY ORGANIC CHEMISTRY PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES |
title | Process for the preparation of pure enatiomers of 4-[4-(4'-tert.butylphenyl)-2-hydroxybutoxy]-benzoic acid and its alkyl ester |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-21T12%3A16%3A19IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-epo_EVB&rft_val_fmt=info:ofi/fmt:kev:mtx:patent&rft.genre=patent&rft.au=HENSCHEL,%20HANS-HELMUT&rft.date=1995-11-30&rft_id=info:doi/&rft_dat=%3Cepo_EVB%3EGR3017178TT3%3C/epo_EVB%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true |