Process for the preparation of glyceraldehyde and derivatives thereof
The invention pertains to a process for the preparation of glyceraldehyde, or an acetal or a hemiacetal thereof, characterized in that 3-butene-1,2-diol is dissolved in a lower alkanol and is subjected to ozonolysis to obtain a 3-hydroperoxy-3-alkoxy-propane-1,2-diol, which is subjected to a reducti...
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creator | WECKER ULRICH BERGFELD MANFRED JOSEF |
description | The invention pertains to a process for the preparation of glyceraldehyde, or an acetal or a hemiacetal thereof, characterized in that 3-butene-1,2-diol is dissolved in a lower alkanol and is subjected to ozonolysis to obtain a 3-hydroperoxy-3-alkoxy-propane-1,2-diol, which is subjected to a reductive treatment to obtain a hemiacetal of glyceraldehyde, which optionally may be converted into glyceraldehyde or an acetal or hemiacetal thereof, and to a process wherein the hemiacetal of glyceraldehyde is converted to a 3-aminopropane-1,2-diol derivative, by subjecting the hemiacetal of glyceraldehyde to a reductive treatment in the presence of ammonia or a primary or secondary amine. Preferably, the hemiacetal of glyceraldehyde is subjected to a reductive treatment in the presence of an amine with the formula R1R2NH, wherein R1 and R2 independently are hydrogen or an alkyl group with 1-18 carbon atoms, or R1 and R2 together with the nitrogen atom to which they are bonded form a 5- or 6-membered ring, to give a compound with the formula R1R2N-CH2-CHOH-CH2OH, wherein R1 and R2 have the previously given meanings. |
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Preferably, the hemiacetal of glyceraldehyde is subjected to a reductive treatment in the presence of an amine with the formula R1R2NH, wherein R1 and R2 independently are hydrogen or an alkyl group with 1-18 carbon atoms, or R1 and R2 together with the nitrogen atom to which they are bonded form a 5- or 6-membered ring, to give a compound with the formula R1R2N-CH2-CHOH-CH2OH, wherein R1 and R2 have the previously given meanings.</description><edition>7</edition><language>eng</language><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS ; CHEMISTRY ; METALLURGY ; ORGANIC CHEMISTRY</subject><creationdate>2001</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=20011120&DB=EPODOC&CC=US&NR=6320084B2$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,778,883,25547,76298</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=20011120&DB=EPODOC&CC=US&NR=6320084B2$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>WECKER ULRICH</creatorcontrib><creatorcontrib>BERGFELD MANFRED JOSEF</creatorcontrib><title>Process for the preparation of glyceraldehyde and derivatives thereof</title><description>The invention pertains to a process for the preparation of glyceraldehyde, or an acetal or a hemiacetal thereof, characterized in that 3-butene-1,2-diol is dissolved in a lower alkanol and is subjected to ozonolysis to obtain a 3-hydroperoxy-3-alkoxy-propane-1,2-diol, which is subjected to a reductive treatment to obtain a hemiacetal of glyceraldehyde, which optionally may be converted into glyceraldehyde or an acetal or hemiacetal thereof, and to a process wherein the hemiacetal of glyceraldehyde is converted to a 3-aminopropane-1,2-diol derivative, by subjecting the hemiacetal of glyceraldehyde to a reductive treatment in the presence of ammonia or a primary or secondary amine. Preferably, the hemiacetal of glyceraldehyde is subjected to a reductive treatment in the presence of an amine with the formula R1R2NH, wherein R1 and R2 independently are hydrogen or an alkyl group with 1-18 carbon atoms, or R1 and R2 together with the nitrogen atom to which they are bonded form a 5- or 6-membered ring, to give a compound with the formula R1R2N-CH2-CHOH-CH2OH, wherein R1 and R2 have the previously given meanings.</description><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS</subject><subject>CHEMISTRY</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>2001</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZHANKMpPTi0uVkjLL1IoyUhVKChKLUgsSizJzM9TyE9TSM-pTE4tSsxJSc2oTElVSMxLUUhJLcosAyooSy0G6ShKzU_jYWBNS8wpTuWF0twMCm6uIc4euqkF-fGpxQWJyal5qSXxocFmxkYGBhYmTkbGRCgBAL7tM1k</recordid><startdate>20011120</startdate><enddate>20011120</enddate><creator>WECKER ULRICH</creator><creator>BERGFELD MANFRED JOSEF</creator><scope>EVB</scope></search><sort><creationdate>20011120</creationdate><title>Process for the preparation of glyceraldehyde and derivatives thereof</title><author>WECKER ULRICH ; BERGFELD MANFRED JOSEF</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_US6320084B23</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng</language><creationdate>2001</creationdate><topic>ACYCLIC OR CARBOCYCLIC COMPOUNDS</topic><topic>CHEMISTRY</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><toplevel>online_resources</toplevel><creatorcontrib>WECKER ULRICH</creatorcontrib><creatorcontrib>BERGFELD MANFRED JOSEF</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>WECKER ULRICH</au><au>BERGFELD MANFRED JOSEF</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>Process for the preparation of glyceraldehyde and derivatives thereof</title><date>2001-11-20</date><risdate>2001</risdate><abstract>The invention pertains to a process for the preparation of glyceraldehyde, or an acetal or a hemiacetal thereof, characterized in that 3-butene-1,2-diol is dissolved in a lower alkanol and is subjected to ozonolysis to obtain a 3-hydroperoxy-3-alkoxy-propane-1,2-diol, which is subjected to a reductive treatment to obtain a hemiacetal of glyceraldehyde, which optionally may be converted into glyceraldehyde or an acetal or hemiacetal thereof, and to a process wherein the hemiacetal of glyceraldehyde is converted to a 3-aminopropane-1,2-diol derivative, by subjecting the hemiacetal of glyceraldehyde to a reductive treatment in the presence of ammonia or a primary or secondary amine. Preferably, the hemiacetal of glyceraldehyde is subjected to a reductive treatment in the presence of an amine with the formula R1R2NH, wherein R1 and R2 independently are hydrogen or an alkyl group with 1-18 carbon atoms, or R1 and R2 together with the nitrogen atom to which they are bonded form a 5- or 6-membered ring, to give a compound with the formula R1R2N-CH2-CHOH-CH2OH, wherein R1 and R2 have the previously given meanings.</abstract><edition>7</edition><oa>free_for_read</oa></addata></record> |
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title | Process for the preparation of glyceraldehyde and derivatives thereof |
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