Synthetic method for vitamin A intermediate C14 aldehyde

The invention relates to a synthetic method for vitamin A intermediate C14 aldehyde. The synthetic method includes the following steps that 1, cyclocitral is used as a raw material and condensed with a chloro-isocrotyl methyl ether Grignard reagent to prepare a C14 alkenyl ether hydroxyl product; 2,...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Hauptverfasser: ZENG QINGYU, WU JIASHENG, LYU GUOFENG, WU MEILI, ZHONG WEISHUI, WANG PINGZHEN, YANG JIE
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 ZENG QINGYU
WU JIASHENG
LYU GUOFENG
WU MEILI
ZHONG WEISHUI
WANG PINGZHEN
YANG JIE
description The invention relates to a synthetic method for vitamin A intermediate C14 aldehyde. The synthetic method includes the following steps that 1, cyclocitral is used as a raw material and condensed with a chloro-isocrotyl methyl ether Grignard reagent to prepare a C14 alkenyl ether hydroxyl product; 2, the hydroxy group is hydrolyzed into olefin and alkenyl ether at the same time under acid catalysis to obtain C14 aldehyde. The path of the synthetic method is concise, a beta-ionone intermediate is unnecessary, C14 aldehyde is obtained by directly condensing the cyclocitral, and the yield and the purity of C14 aldehyde are high. The product is obtained in an acid system and prevented from deteriorating in a high-temperature strong base environment; the condensation compound of the chloro-isocrotyl methyl ether Grignard reagent is hydrolyzed into olefin and alkenyl ether to obtain aldehyde through hydrolysis in one step.
format Patent
fullrecord <record><control><sourceid>epo_EVB</sourceid><recordid>TN_cdi_epo_espacenet_CN105254479A</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>CN105254479A</sourcerecordid><originalsourceid>FETCH-epo_espacenet_CN105254479A3</originalsourceid><addsrcrecordid>eNrjZLAIrswryUgtyUxWyE0tychPUUjLL1IoyyxJzM3MU3BUyMwrSS3KTU3JTCxJVXA2NFFIzElJzahMSeVhYE1LzClO5YXS3AyKbq4hzh66qQX58anFBYnJqXmpJfHOfoYGpkamJibmlo7GxKgBAMreLag</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>patent</recordtype></control><display><type>patent</type><title>Synthetic method for vitamin A intermediate C14 aldehyde</title><source>esp@cenet</source><creator>ZENG QINGYU ; WU JIASHENG ; LYU GUOFENG ; WU MEILI ; ZHONG WEISHUI ; WANG PINGZHEN ; YANG JIE</creator><creatorcontrib>ZENG QINGYU ; WU JIASHENG ; LYU GUOFENG ; WU MEILI ; ZHONG WEISHUI ; WANG PINGZHEN ; YANG JIE</creatorcontrib><description>The invention relates to a synthetic method for vitamin A intermediate C14 aldehyde. The synthetic method includes the following steps that 1, cyclocitral is used as a raw material and condensed with a chloro-isocrotyl methyl ether Grignard reagent to prepare a C14 alkenyl ether hydroxyl product; 2, the hydroxy group is hydrolyzed into olefin and alkenyl ether at the same time under acid catalysis to obtain C14 aldehyde. The path of the synthetic method is concise, a beta-ionone intermediate is unnecessary, C14 aldehyde is obtained by directly condensing the cyclocitral, and the yield and the purity of C14 aldehyde are high. The product is obtained in an acid system and prevented from deteriorating in a high-temperature strong base environment; the condensation compound of the chloro-isocrotyl methyl ether Grignard reagent is hydrolyzed into olefin and alkenyl ether to obtain aldehyde through hydrolysis in one step.</description><language>eng</language><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS ; ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM ; CHEMISTRY ; METALLURGY ; ORGANIC CHEMISTRY</subject><creationdate>2016</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&amp;date=20160120&amp;DB=EPODOC&amp;CC=CN&amp;NR=105254479A$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,776,881,25542,76516</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=20160120&amp;DB=EPODOC&amp;CC=CN&amp;NR=105254479A$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>ZENG QINGYU</creatorcontrib><creatorcontrib>WU JIASHENG</creatorcontrib><creatorcontrib>LYU GUOFENG</creatorcontrib><creatorcontrib>WU MEILI</creatorcontrib><creatorcontrib>ZHONG WEISHUI</creatorcontrib><creatorcontrib>WANG PINGZHEN</creatorcontrib><creatorcontrib>YANG JIE</creatorcontrib><title>Synthetic method for vitamin A intermediate C14 aldehyde</title><description>The invention relates to a synthetic method for vitamin A intermediate C14 aldehyde. The synthetic method includes the following steps that 1, cyclocitral is used as a raw material and condensed with a chloro-isocrotyl methyl ether Grignard reagent to prepare a C14 alkenyl ether hydroxyl product; 2, the hydroxy group is hydrolyzed into olefin and alkenyl ether at the same time under acid catalysis to obtain C14 aldehyde. The path of the synthetic method is concise, a beta-ionone intermediate is unnecessary, C14 aldehyde is obtained by directly condensing the cyclocitral, and the yield and the purity of C14 aldehyde are high. The product is obtained in an acid system and prevented from deteriorating in a high-temperature strong base environment; the condensation compound of the chloro-isocrotyl methyl ether Grignard reagent is hydrolyzed into olefin and alkenyl ether to obtain aldehyde through hydrolysis in one step.</description><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS</subject><subject>ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM</subject><subject>CHEMISTRY</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>2016</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZLAIrswryUgtyUxWyE0tychPUUjLL1IoyyxJzM3MU3BUyMwrSS3KTU3JTCxJVXA2NFFIzElJzahMSeVhYE1LzClO5YXS3AyKbq4hzh66qQX58anFBYnJqXmpJfHOfoYGpkamJibmlo7GxKgBAMreLag</recordid><startdate>20160120</startdate><enddate>20160120</enddate><creator>ZENG QINGYU</creator><creator>WU JIASHENG</creator><creator>LYU GUOFENG</creator><creator>WU MEILI</creator><creator>ZHONG WEISHUI</creator><creator>WANG PINGZHEN</creator><creator>YANG JIE</creator><scope>EVB</scope></search><sort><creationdate>20160120</creationdate><title>Synthetic method for vitamin A intermediate C14 aldehyde</title><author>ZENG QINGYU ; WU JIASHENG ; LYU GUOFENG ; WU MEILI ; ZHONG WEISHUI ; WANG PINGZHEN ; YANG JIE</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_CN105254479A3</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng</language><creationdate>2016</creationdate><topic>ACYCLIC OR CARBOCYCLIC COMPOUNDS</topic><topic>ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM</topic><topic>CHEMISTRY</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><toplevel>online_resources</toplevel><creatorcontrib>ZENG QINGYU</creatorcontrib><creatorcontrib>WU JIASHENG</creatorcontrib><creatorcontrib>LYU GUOFENG</creatorcontrib><creatorcontrib>WU MEILI</creatorcontrib><creatorcontrib>ZHONG WEISHUI</creatorcontrib><creatorcontrib>WANG PINGZHEN</creatorcontrib><creatorcontrib>YANG JIE</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>ZENG QINGYU</au><au>WU JIASHENG</au><au>LYU GUOFENG</au><au>WU MEILI</au><au>ZHONG WEISHUI</au><au>WANG PINGZHEN</au><au>YANG JIE</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>Synthetic method for vitamin A intermediate C14 aldehyde</title><date>2016-01-20</date><risdate>2016</risdate><abstract>The invention relates to a synthetic method for vitamin A intermediate C14 aldehyde. The synthetic method includes the following steps that 1, cyclocitral is used as a raw material and condensed with a chloro-isocrotyl methyl ether Grignard reagent to prepare a C14 alkenyl ether hydroxyl product; 2, the hydroxy group is hydrolyzed into olefin and alkenyl ether at the same time under acid catalysis to obtain C14 aldehyde. The path of the synthetic method is concise, a beta-ionone intermediate is unnecessary, C14 aldehyde is obtained by directly condensing the cyclocitral, and the yield and the purity of C14 aldehyde are high. The product is obtained in an acid system and prevented from deteriorating in a high-temperature strong base environment; the condensation compound of the chloro-isocrotyl methyl ether Grignard reagent is hydrolyzed into olefin and alkenyl ether to obtain aldehyde through hydrolysis in one step.</abstract><oa>free_for_read</oa></addata></record>
fulltext fulltext_linktorsrc
identifier
ispartof
issn
language eng
recordid cdi_epo_espacenet_CN105254479A
source esp@cenet
subjects ACYCLIC OR CARBOCYCLIC COMPOUNDS
ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM
CHEMISTRY
METALLURGY
ORGANIC CHEMISTRY
title Synthetic method for vitamin A intermediate C14 aldehyde
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-14T09%3A25%3A29IST&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=ZENG%20QINGYU&rft.date=2016-01-20&rft_id=info:doi/&rft_dat=%3Cepo_EVB%3ECN105254479A%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