Organic Lab Reactions 195

Organic Lab Reactions 195 - acetone, the normal product,...

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190 REDUCTION WITH ALUMINUM ALKOXIDES xxxvi xxxvn xxxvni XXXIX Ether Formation. It is reported that the reduction products of certain a,/8-unsaturated ketones, for example, dibenzalacetone (XL), contained sonie of the isopropyl ethers pf the carbinols. 5 Carbinols of this type are especially susceptible to ether formation; often recrystallization from an alcohol is sufficient to give the ether. However, ether formation is by no means the usual reaction with unsaturated ketones. Indeed, in most cases no ether was noted in the products. Even in the case of dibenzal-
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Unformatted text preview: acetone, the normal product, i.e., the carbinol, has been obtained in 58% yield. 36 9,9-Dimethylanthrone-10 (XLI) gave 64% of a material corre-sponding in analysis to the isopropyl ether (XLII)." Similar observa-tions of ether formation with a-halogen ketones will be discussed later. There appears to be no way of predicting with any degree of certainty when ether formation is likely, but it is not a common side reaction. i V - CfH=CH—C—CH=CH-XL H OCH(CH 3 ) 2 XLII " Adkina and Robinson, private communication....
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This note was uploaded on 11/20/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.

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