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A Synthesis of Pure Methyl 9—Oxodecanoate, an Intermediate in the Synthesis of Queen Honeybee Ester

 

作者: de BrouG.,   ReesA. H.,  

 

期刊: Journal of Apicultural Research  (Taylor Available online 1983)
卷期: Volume 22, issue 1  

页码: 22-26

 

ISSN:0021-8839

 

年代: 1983

 

DOI:10.1080/00218839.1983.11100555

 

出版商: Taylor&Francis

 

数据来源: Taylor

 

摘要:

SummaryCommercial methyl hydrogen nonandioate is of unsatisfactory quality for the preparation of queen honeybee methyl ester, methyl 9-oxodec-2-enoate. We give practical details for the synthesis from commercial nonandioic acid of half ester-acid chloride of high quality; this is converted to methyl 9-oxodecanoate using methyl aluminium dichloride. Queen bee ester was prepared from the ester enolate of methyl 9-oxodecanoateviamethyl 9-oxo-2-phenylselenodecanoate. Details are given for careful purification at crucial stages, and the mass spectra and other spectra of a number of pure compounds are recorded.

 

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