A Convenient Synthesis of 2-Phenylglycerol
1,3-Dihydroxyacetone dimer is treated with trimethylsilyl chloride and triethylamine in dichloromethane to provide monomeric ketone having both of its alcohols protected as their di-TMS ethers. The latter is added to phenylmagnesium bromide in ether at -78°C. Work-up by treatment with aqueous ammoni...
Gespeichert in:
| Veröffentlicht in: | Synthetic communications 2000-11, Vol.30 (22), p.4027-4038 |
|---|---|
| Hauptverfasser: | , |
| Format: | Artikel |
| Sprache: | eng |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 4038 |
|---|---|
| container_issue | 22 |
| container_start_page | 4027 |
| container_title | Synthetic communications |
| container_volume | 30 |
| creator | Klis, Wieslaw A. Erhardt, Paul W. |
| description | 1,3-Dihydroxyacetone dimer is treated with trimethylsilyl chloride and triethylamine in dichloromethane to provide monomeric ketone having both of its alcohols protected as their di-TMS ethers. The latter is added to phenylmagnesium bromide in ether at -78°C. Work-up by treatment with aqueous ammonium chloride followed by 2 N HCl provides 2-phenylglycerol in 70% yield |
| doi_str_mv | 10.1080/00397910008087018 |
| format | Article |
| fullrecord | <record><control><sourceid>crossref_infor</sourceid><recordid>TN_cdi_crossref_primary_10_1080_00397910008087018</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>10_1080_00397910008087018</sourcerecordid><originalsourceid>FETCH-LOGICAL-c344t-4c445b4d4d226a8f976dbb57c527df04ebc66955d46ee1a52b37ef855aa6f2c43</originalsourceid><addsrcrecordid>eNqFz01LxDAQBuAgCtbVH-CtZyE6-Wpa8LIUv2BBQT2HNE3cSjeRJKj993ZZbwt6GoZ5n4EXoXMClwRquAJgjWwIwLzUEkh9gAoiGMWUM3qIiu0dzwFyjE5SegcgQtZNgS6WZRv8p_WD9bl8nnxe2zSkMriS4qe19dP4Nk7GxjCeoiOnx2TPfucCvd7evLT3ePV499AuV9gwzjPmhnPR8Z73lFa6do2s-q4T0ggqewfcdqaqGiF6XllLtKAdk9bVQmhdOWo4WyCy-2tiSClapz7isNFxUgTUtqzaKzub650ZvAtxo79CHHuV9TSG6KL2ZkiK_cXlv3xPqfyd2Q9-t2t3</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>A Convenient Synthesis of 2-Phenylglycerol</title><source>Access via Taylor & Francis</source><creator>Klis, Wieslaw A. ; Erhardt, Paul W.</creator><creatorcontrib>Klis, Wieslaw A. ; Erhardt, Paul W.</creatorcontrib><description>1,3-Dihydroxyacetone dimer is treated with trimethylsilyl chloride and triethylamine in dichloromethane to provide monomeric ketone having both of its alcohols protected as their di-TMS ethers. The latter is added to phenylmagnesium bromide in ether at -78°C. Work-up by treatment with aqueous ammonium chloride followed by 2 N HCl provides 2-phenylglycerol in 70% yield</description><identifier>ISSN: 0039-7911</identifier><identifier>EISSN: 1532-2432</identifier><identifier>DOI: 10.1080/00397910008087018</identifier><language>eng</language><publisher>Taylor & Francis Group</publisher><ispartof>Synthetic communications, 2000-11, Vol.30 (22), p.4027-4038</ispartof><rights>Copyright Taylor & Francis Group, LLC 2000</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c344t-4c445b4d4d226a8f976dbb57c527df04ebc66955d46ee1a52b37ef855aa6f2c43</citedby><cites>FETCH-LOGICAL-c344t-4c445b4d4d226a8f976dbb57c527df04ebc66955d46ee1a52b37ef855aa6f2c43</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.tandfonline.com/doi/pdf/10.1080/00397910008087018$$EPDF$$P50$$Ginformaworld$$H</linktopdf><linktohtml>$$Uhttps://www.tandfonline.com/doi/full/10.1080/00397910008087018$$EHTML$$P50$$Ginformaworld$$H</linktohtml><link.rule.ids>314,780,784,27924,27925,59647,60436</link.rule.ids></links><search><creatorcontrib>Klis, Wieslaw A.</creatorcontrib><creatorcontrib>Erhardt, Paul W.</creatorcontrib><title>A Convenient Synthesis of 2-Phenylglycerol</title><title>Synthetic communications</title><description>1,3-Dihydroxyacetone dimer is treated with trimethylsilyl chloride and triethylamine in dichloromethane to provide monomeric ketone having both of its alcohols protected as their di-TMS ethers. The latter is added to phenylmagnesium bromide in ether at -78°C. Work-up by treatment with aqueous ammonium chloride followed by 2 N HCl provides 2-phenylglycerol in 70% yield</description><issn>0039-7911</issn><issn>1532-2432</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2000</creationdate><recordtype>article</recordtype><recordid>eNqFz01LxDAQBuAgCtbVH-CtZyE6-Wpa8LIUv2BBQT2HNE3cSjeRJKj993ZZbwt6GoZ5n4EXoXMClwRquAJgjWwIwLzUEkh9gAoiGMWUM3qIiu0dzwFyjE5SegcgQtZNgS6WZRv8p_WD9bl8nnxe2zSkMriS4qe19dP4Nk7GxjCeoiOnx2TPfucCvd7evLT3ePV499AuV9gwzjPmhnPR8Z73lFa6do2s-q4T0ggqewfcdqaqGiF6XllLtKAdk9bVQmhdOWo4WyCy-2tiSClapz7isNFxUgTUtqzaKzub650ZvAtxo79CHHuV9TSG6KL2ZkiK_cXlv3xPqfyd2Q9-t2t3</recordid><startdate>20001101</startdate><enddate>20001101</enddate><creator>Klis, Wieslaw A.</creator><creator>Erhardt, Paul W.</creator><general>Taylor & Francis Group</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20001101</creationdate><title>A Convenient Synthesis of 2-Phenylglycerol</title><author>Klis, Wieslaw A. ; Erhardt, Paul W.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c344t-4c445b4d4d226a8f976dbb57c527df04ebc66955d46ee1a52b37ef855aa6f2c43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2000</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Klis, Wieslaw A.</creatorcontrib><creatorcontrib>Erhardt, Paul W.</creatorcontrib><collection>CrossRef</collection><jtitle>Synthetic communications</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Klis, Wieslaw A.</au><au>Erhardt, Paul W.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A Convenient Synthesis of 2-Phenylglycerol</atitle><jtitle>Synthetic communications</jtitle><date>2000-11-01</date><risdate>2000</risdate><volume>30</volume><issue>22</issue><spage>4027</spage><epage>4038</epage><pages>4027-4038</pages><issn>0039-7911</issn><eissn>1532-2432</eissn><abstract>1,3-Dihydroxyacetone dimer is treated with trimethylsilyl chloride and triethylamine in dichloromethane to provide monomeric ketone having both of its alcohols protected as their di-TMS ethers. The latter is added to phenylmagnesium bromide in ether at -78°C. Work-up by treatment with aqueous ammonium chloride followed by 2 N HCl provides 2-phenylglycerol in 70% yield</abstract><pub>Taylor & Francis Group</pub><doi>10.1080/00397910008087018</doi><tpages>12</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0039-7911 |
| ispartof | Synthetic communications, 2000-11, Vol.30 (22), p.4027-4038 |
| issn | 0039-7911 1532-2432 |
| language | eng |
| recordid | cdi_crossref_primary_10_1080_00397910008087018 |
| source | Access via Taylor & Francis |
| title | A Convenient Synthesis of 2-Phenylglycerol |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-24T05%3A44%3A44IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-crossref_infor&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=A%20Convenient%20Synthesis%20of%202-Phenylglycerol&rft.jtitle=Synthetic%20communications&rft.au=Klis,%20Wieslaw%20A.&rft.date=2000-11-01&rft.volume=30&rft.issue=22&rft.spage=4027&rft.epage=4038&rft.pages=4027-4038&rft.issn=0039-7911&rft.eissn=1532-2432&rft_id=info:doi/10.1080/00397910008087018&rft_dat=%3Ccrossref_infor%3E10_1080_00397910008087018%3C/crossref_infor%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 |