Preparation of Alkyl Thiocyanates by Electrochemical Oxidation of Thiocyanate Ion in the Presence of Alcohols and Triphenylphosphite
Conversion of primary alcohols to the corresponding thiocyanates was effected by constant-current electrolysis of thiocyanate ion in dichloromethane containing an alcohol, triphenylphosphite, and 2, 6-lutidinium perchlorate or tetrafluoroborate. The electrolysis was performed at ambient temperature...
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| Veröffentlicht in: | Chemical & pharmaceutical bulletin 1990/05/25, Vol.38(5), pp.1389-1391 |
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| container_issue | 5 |
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| container_title | Chemical & pharmaceutical bulletin |
| container_volume | 38 |
| creator | MAEDA, Hatsuo KAWAGUCHI, Tomoko MASUI, Masaichiro OHMORI, Hidenobu |
| description | Conversion of primary alcohols to the corresponding thiocyanates was effected by constant-current electrolysis of thiocyanate ion in dichloromethane containing an alcohol, triphenylphosphite, and 2, 6-lutidinium perchlorate or tetrafluoroborate. The electrolysis was performed at ambient temperature in a one-compartment cell using a graphite plate and a platinum plate as the anode and the cathode, respectively. 2, 6-Lutidinium cation effectively extracted thiocyanate ion into the organic phase from sodium thiocyanate suspended in the reaction mixture. |
| doi_str_mv | 10.1248/cpb.38.1389 |
| format | Article |
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The electrolysis was performed at ambient temperature in a one-compartment cell using a graphite plate and a platinum plate as the anode and the cathode, respectively. 2, 6-Lutidinium cation effectively extracted thiocyanate ion into the organic phase from sodium thiocyanate suspended in the reaction mixture.</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.38.1389</identifier><identifier>CODEN: CPBTAL</identifier><language>eng</language><publisher>Tokyo: The Pharmaceutical Society of Japan</publisher><subject>Adsorption ; alkyl thiocyanate ; anodic oxidation ; Chemistry ; cyclic voltammetry ; electrochemical oxidation ; Electrochemistry ; Exact sciences and technology ; General and physical chemistry ; primary alcohol ; sodium thiocyanate ; Study of interfaces ; triphenylphosphite</subject><ispartof>Chemical and Pharmaceutical Bulletin, 1990/05/25, Vol.38(5), pp.1389-1391</ispartof><rights>The Pharmaceutical Society of Japan</rights><rights>1991 INIST-CNRS</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c555t-cd85b8cce57e97924166825ebf60573f2e7fb80abea9c82059b33e106b3b705d3</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,1883,4024,27923,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=19334145$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>MAEDA, Hatsuo</creatorcontrib><creatorcontrib>KAWAGUCHI, Tomoko</creatorcontrib><creatorcontrib>MASUI, Masaichiro</creatorcontrib><creatorcontrib>OHMORI, Hidenobu</creatorcontrib><title>Preparation of Alkyl Thiocyanates by Electrochemical Oxidation of Thiocyanate Ion in the Presence of Alcohols and Triphenylphosphite</title><title>Chemical & pharmaceutical bulletin</title><addtitle>Chem. Pharm. Bull.</addtitle><description>Conversion of primary alcohols to the corresponding thiocyanates was effected by constant-current electrolysis of thiocyanate ion in dichloromethane containing an alcohol, triphenylphosphite, and 2, 6-lutidinium perchlorate or tetrafluoroborate. The electrolysis was performed at ambient temperature in a one-compartment cell using a graphite plate and a platinum plate as the anode and the cathode, respectively. 2, 6-Lutidinium cation effectively extracted thiocyanate ion into the organic phase from sodium thiocyanate suspended in the reaction mixture.</description><subject>Adsorption</subject><subject>alkyl thiocyanate</subject><subject>anodic oxidation</subject><subject>Chemistry</subject><subject>cyclic voltammetry</subject><subject>electrochemical oxidation</subject><subject>Electrochemistry</subject><subject>Exact sciences and technology</subject><subject>General and physical chemistry</subject><subject>primary alcohol</subject><subject>sodium thiocyanate</subject><subject>Study of interfaces</subject><subject>triphenylphosphite</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1990</creationdate><recordtype>article</recordtype><recordid>eNpNkD1PwzAQhi0EEqUw8Qe8MKEUf8SJM1alQKVKZShzZDsX4pI6kZ2B7PxwEgW1LHfS3XOPdC9C95QsKIvlk2n1gssF5TK7QDPK4zQSjPFLNCOEZBHjCb9GNyEcCGGCpHyGft49tMqrzjYONyVe1l99jfeVbUyvnOogYN3jdQ2m842p4GiNqvHu2xank38w3gwj63BXAR7EAZyByWqaqqkDVq7Ae2_bClxft1UT2sp2cIuuSlUHuPvrc_Txst6v3qLt7nWzWm4jI4ToIlNIoaUxIFLI0ozFNEkkE6DLhIiUlwzSUkuiNKjMSEZEpjkHShLNdUpEwefocfIa34Tgocxbb4_K9zkl-RhgPgSYc5mPAQ70w0S3KgxPl145Y8P5JOM8prEYuOeJO4ROfcIJUL6zpobRSTMhR6-Yyqg_ryvlc3D8F_87i5E</recordid><startdate>1990</startdate><enddate>1990</enddate><creator>MAEDA, Hatsuo</creator><creator>KAWAGUCHI, Tomoko</creator><creator>MASUI, Masaichiro</creator><creator>OHMORI, Hidenobu</creator><general>The Pharmaceutical Society of Japan</general><general>Maruzen</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>1990</creationdate><title>Preparation of Alkyl Thiocyanates by Electrochemical Oxidation of Thiocyanate Ion in the Presence of Alcohols and Triphenylphosphite</title><author>MAEDA, Hatsuo ; KAWAGUCHI, Tomoko ; MASUI, Masaichiro ; OHMORI, Hidenobu</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c555t-cd85b8cce57e97924166825ebf60573f2e7fb80abea9c82059b33e106b3b705d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1990</creationdate><topic>Adsorption</topic><topic>alkyl thiocyanate</topic><topic>anodic oxidation</topic><topic>Chemistry</topic><topic>cyclic voltammetry</topic><topic>electrochemical oxidation</topic><topic>Electrochemistry</topic><topic>Exact sciences and technology</topic><topic>General and physical chemistry</topic><topic>primary alcohol</topic><topic>sodium thiocyanate</topic><topic>Study of interfaces</topic><topic>triphenylphosphite</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>MAEDA, Hatsuo</creatorcontrib><creatorcontrib>KAWAGUCHI, Tomoko</creatorcontrib><creatorcontrib>MASUI, Masaichiro</creatorcontrib><creatorcontrib>OHMORI, Hidenobu</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><jtitle>Chemical & pharmaceutical bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>MAEDA, Hatsuo</au><au>KAWAGUCHI, Tomoko</au><au>MASUI, Masaichiro</au><au>OHMORI, Hidenobu</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Preparation of Alkyl Thiocyanates by Electrochemical Oxidation of Thiocyanate Ion in the Presence of Alcohols and Triphenylphosphite</atitle><jtitle>Chemical & pharmaceutical bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>1990</date><risdate>1990</risdate><volume>38</volume><issue>5</issue><spage>1389</spage><epage>1391</epage><pages>1389-1391</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><coden>CPBTAL</coden><abstract>Conversion of primary alcohols to the corresponding thiocyanates was effected by constant-current electrolysis of thiocyanate ion in dichloromethane containing an alcohol, triphenylphosphite, and 2, 6-lutidinium perchlorate or tetrafluoroborate. The electrolysis was performed at ambient temperature in a one-compartment cell using a graphite plate and a platinum plate as the anode and the cathode, respectively. 2, 6-Lutidinium cation effectively extracted thiocyanate ion into the organic phase from sodium thiocyanate suspended in the reaction mixture.</abstract><cop>Tokyo</cop><pub>The Pharmaceutical Society of Japan</pub><doi>10.1248/cpb.38.1389</doi><tpages>3</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | Chemical and Pharmaceutical Bulletin, 1990/05/25, Vol.38(5), pp.1389-1391 |
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| language | eng |
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| source | J-STAGE Free; EZB-FREE-00999 freely available EZB journals; Free Full-Text Journals in Chemistry |
| subjects | Adsorption alkyl thiocyanate anodic oxidation Chemistry cyclic voltammetry electrochemical oxidation Electrochemistry Exact sciences and technology General and physical chemistry primary alcohol sodium thiocyanate Study of interfaces triphenylphosphite |
| title | Preparation of Alkyl Thiocyanates by Electrochemical Oxidation of Thiocyanate Ion in the Presence of Alcohols and Triphenylphosphite |
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