Addition of methylhypobromite to methyl 10-undecenoate (I), methyl cis-9-octadecenoate (II) and methyl trans-2-octadecenoate (III) yielded 10, 11-dibromoundecanoate (IV), 10-bromo-11-methoxyundecanoate (V), 9, 10-dibromooctadecanoate (VI), 9(10)-bromo-10(9)-methoxyoctadecanoate (VII), 2, 3-dibromooctadecanoate (VIII) and 2(3)-bromo-3(2)-methoxyoctadecanoate (IX), respectively. The structure of 10-bromo-11-methoxyundecanoate (V) was confirmed by debromination with zinc amalgam in acetic acid and mass spectrometry. The structures of the products were elucidated on the basis of their combustion and spectral data.
Synthese von Fettbromethern
Die Addition von Methylhypobromit an Methyl-10-undecenoat (I), Methyl-cis-9-octadecenoat (II) und Methyl-trans-2-octadecenoat (III) ergab 10, 11-Dibromoundecanoat (IV), 10-Bromo-11-methoxyundecanoat (V), bzw. 9, 10-Dibromoctadecanoat (VI), 9(10) Bromo-10(9)-methoxyctadecanoat (VII) bzw. 2, 3-Dibromooctadecanoat (VIII) und 2(3)-Bromo-3(2)-methoxyoctadecanoat (IX). Die Struktur von 10-Bromo-11-methoxyundecanoat (V) wurde durch Debromierung mit Zinkamalgam in Essigsaure und Massenspektrometrie bestatigt. Die Strukturen der ubrigen Produkte wurden mittels Elementaranalyse und Spektraldaten geklart.
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