Evidence of a thermal beckmann type rearrangement of (2-acetyloxy-4-methoxyphenyl)-2-thienyl methanone oxime acetates in mass spectrometry
✍ Scribed by M. Varache-Béranger; A. Nuhrich; G. Devaux; F. Duboudin
- Publisher
- John Wiley and Sons
- Year
- 1990
- Tongue
- English
- Weight
- 197 KB
- Volume
- 25
- Category
- Article
- ISSN
- 1076-5174
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✦ Synopsis
OMS Letters
Dear Sir
Evidence of a Thermal Beckmann Type Rearrangement of (2-Acetyloxy4methoxyphenyl)-Zthienyl Methanone Oxime Acetates in Mass Spectrometry
During our investigations of the synthesis of 6-methoxy-3-(2'-thieny1)-1 ,2-benzisoxazole,' we have prepared a new intermediate compound by action of acetic anhydride on (Zhydroxy-Cmethoxy phenyl)-2-thienyl methanone oxime. As can be seen in the literature, acetic anhydride could produce a conversion of ketoximes into a and a' acetoxyenimides' or a acyloxyketones.' Logically we attempted the formation of an acetylated compound. The study of the IR and the 'H NMR spectra confirmed the presence of a methoxyaromatic ring and a thiophen ring. Otherwise the 'H NMR spectrum was compatible with a diacetate structure which might exist in one of the two isomeric forms shown below.