乙酰乙酸酯缩合及相关反应

Organic Reactions Pub Date : 2011-03-15 DOI:10.1002/0471264180.OR001.09

C. Hauser, B. E. Hudson

{"title":"乙酰乙酸酯缩合及相关反应","authors":"C. Hauser, B. E. Hudson","doi":"10.1002/0471264180.OR001.09","DOIUrl":null,"url":null,"abstract":"The acetoacetic ester condensation consist in the reaction in the presence of certain bases, of an ester having hydrogen on the alpha carbon atom with a second molecule of the same ester or with another ester to form a beta-ketoester. The bases capable of effecting such reactions include sodium alkoxides, triphenylmethylsodium, sodium amide, certain Grignard reagents. Metallic sodium effects certain condensations, the sodium, alkoxide which is formed in the reaction mixture probably serves as the active condensing agents. The classical example of the acetoacetic ester reaction is the formation of acetoacetic ester itself by the condensation of ethyl acetate by means of sodium ethoxide. \n \n \nKeywords: \n \nacetoacetic ester; \ncondensation; \nside reactions; \nDieckmann reaction; \nacylation; \nesters; \nacid chlorides; \nsodium; \nexperimental conditions","PeriodicalId":19539,"journal":{"name":"Organic Reactions","volume":"61 1","pages":"266-302"},"PeriodicalIF":0.0000,"publicationDate":"2011-03-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"3","resultStr":"{\"title\":\"The Acetoacetic Ester Condensation and Certain Related Reactions\",\"authors\":\"C. Hauser, B. E. Hudson\",\"doi\":\"10.1002/0471264180.OR001.09\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"The acetoacetic ester condensation consist in the reaction in the presence of certain bases, of an ester having hydrogen on the alpha carbon atom with a second molecule of the same ester or with another ester to form a beta-ketoester. The bases capable of effecting such reactions include sodium alkoxides, triphenylmethylsodium, sodium amide, certain Grignard reagents. Metallic sodium effects certain condensations, the sodium, alkoxide which is formed in the reaction mixture probably serves as the active condensing agents. The classical example of the acetoacetic ester reaction is the formation of acetoacetic ester itself by the condensation of ethyl acetate by means of sodium ethoxide. \\n \\n \\nKeywords: \\n \\nacetoacetic ester; \\ncondensation; \\nside reactions; \\nDieckmann reaction; \\nacylation; \\nesters; \\nacid chlorides; \\nsodium; \\nexperimental conditions\",\"PeriodicalId\":19539,\"journal\":{\"name\":\"Organic Reactions\",\"volume\":\"61 1\",\"pages\":\"266-302\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2011-03-15\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"3\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Reactions\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.1002/0471264180.OR001.09\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Reactions","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1002/0471264180.OR001.09","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}

引用次数: 3

摘要

乙乙酸酯缩合是在某些碱的存在下发生的反应，在碳原子上有氢的酯与同一酯的第二个分子或与另一个酯形成-酮酯。能够影响这种反应的碱包括烷氧化物钠、三苯基甲基钠、酰胺钠和某些格氏试剂。金属钠对缩合反应有一定的影响，反应混合物中形成的醇酸钠可能起到了活性缩合剂的作用。乙乙酸酯反应的经典例子是乙氧化钠使乙酸乙酯缩合生成乙乙酸酯本身。关键词:乙乙酸酯;凝结;副反应;Dieckmann反应;酰化;酯;酸性氯化物;钠;实验条件

本文章由计算机程序翻译，如有差异，请以英文原文为准。

查看原文本刊更多论文

The Acetoacetic Ester Condensation and Certain Related Reactions

The acetoacetic ester condensation consist in the reaction in the presence of certain bases, of an ester having hydrogen on the alpha carbon atom with a second molecule of the same ester or with another ester to form a beta-ketoester. The bases capable of effecting such reactions include sodium alkoxides, triphenylmethylsodium, sodium amide, certain Grignard reagents. Metallic sodium effects certain condensations, the sodium, alkoxide which is formed in the reaction mixture probably serves as the active condensing agents. The classical example of the acetoacetic ester reaction is the formation of acetoacetic ester itself by the condensation of ethyl acetate by means of sodium ethoxide. Keywords: acetoacetic ester; condensation; side reactions; Dieckmann reaction; acylation; esters; acid chlorides; sodium; experimental conditions

求助全文

通过发布文献求助，成功后即可免费获取论文全文。去求助

来源期刊

Organic Reactions

CiteScore

4.40

自引率

0.00%

发文量