An Improved Synthesis of 3-Phenyl-and 3-Methoxyquinaldine

MR Akula, MW Wolowyk, EE Knaus

文献索引：Akula, M. R.; Wolowyk, M. W.; Knaus, E. E. Organic Preparations and Procedures International, 1991 , vol. 23, # 3 p. 386 - 387

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被引用次数: 9

摘要

Reaction of freshly prepared o-aminobenzaldehyde (2) 6 with a substituted acetone (1) and 33% KOH in refluxing ethanol afforded 3-phenyl-and 3-methoxyquinaldine (3a and 3b) in 81% and 76% yields respectively. Our initial attempts to perform this condensation using a catalytic amount of acetic acid resulted in a low yield of 3-phenylquinaldine (24%), whereas a similar reaction to prepare 3-methoxyquinaldine gave a complex mixture of products ...