Bulletin of the Chemical Society of Japan p. 3338 - 3343 (1980)
Update date:2022-08-29
Topics:
Poonia, Narinder S.
Sen, Swagata
Porwal, Prafulla K.
Jayakumar, A.
The Perkin condensation of benzaldehyde (PhCHO) and acetic anhydride (Ac2O) in the presence of an alkali acetate (M+OAc-) involves extensive participation of M+ and take place best with K+OAc-.Employing an excess of meticulousy dehydrated K+OAc-, a record high yield of cinnamic acid (ca.75percent) can be obtained in a 60 min reaction.The product of the reaction before hydrolysis is not PhCH=CHCOOCOCH3 as usually believed but potassium cinnamate plus K+(OAc,HOAc)-.Conductometric solution stability studies on M+-ligand (M+=Na+ and K+; Ligand=PhCHO, o-NO2C6H4CHO,o-HOC6H4CHO) systems in 2-propanol show that stabilty sequences for PhCHO and o-NO2C6H4CHO are NaOAc
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