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The action of carbon monoxide and hydrogen on deoxybenzoin oxime and on 2-acetonaphthone oxime

When deoxybenzoin oxime was reacted with carbon monoxide and hydrogen in the presence of dicobalt ootacarbonyl at elevated temperatures and pressures 3-benzylphthalimidine and 3-phenyl-3,4-dihydroisocarbostyryl were produced.
When 2-acetonaphthone oxime was reacted under similar conditions 2-(β-naphthyl)-4-methyl-benzo[h] quinoline, 3-methylbenzo[f]phthalimidine and
1- (β-naphthyl)ethylurea were produced. Verification of the structure of 2-(β-naphthyl)-4-methylbenzo[h]-quinoline was attained in part through the hydrochloride salt, the methiodide salt, the picrate derivative and the 2-(β-naphthyl)-4-formylbenzof[h]-quinoline derivative. 2-(β-Naphthyl)-4-methyl-benzof[h] quinoline was also synthesized by reacting 2- acetonaphthone oxime with 2-acetonaphthone at elevated temperatures.
The infrared spectra of the above compounds are described. / Science, Faculty of / Chemistry, Department of / Graduate

Identiferoai:union.ndltd.org:UBC/oai:circle.library.ubc.ca:2429/40267
Date January 1959
CreatorsHubscher, Arthur Ronald
PublisherUniversity of British Columbia
Source SetsUniversity of British Columbia
LanguageEnglish
Detected LanguageEnglish
TypeText, Thesis/Dissertation
RightsFor non-commercial purposes only, such as research, private study and education. Additional conditions apply, see Terms of Use https://open.library.ubc.ca/terms_of_use.

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