Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Synthesis of 2'-Cyanomethy1-2-biphenylcarboxylic Acid
SHIGERU KOBAYASHIKANJI KITAMURAAKIRA MIURAMIYOKO FUKUDAMASARU KIHARAMASARU AZEKAWA
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1972 Volume 20 Issue 4 Pages 694-699

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Abstract
The reaction product of diphenide (I) with potassium cyanide, previously described as 2'-cyanomethy1-2-biphenylcarboxylic acid (II), is in fact a phenanthrol derivative (V). The acid (II) is an intermediate in the reaction. These facts were provedby synthesis of II from I by an alternative, unambiguous method. In the last step of the synthesis, only boron tribromide is effective for hydrolysis of the ester (IX). This is the first time it has been employed as a hydrolyzing agent for an ester.
In contrast to previous results, 9-phenanthrol (III) was found to be a product of the calcium salt of V.
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© The Pharmaceutical Society of Japan
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