Sciencemadness Discussion Board

how to get 1-Naphthoyl chloride by naphthoic acid?

sunny - 27-7-2009 at 21:31

I want to know the condition of thionyl chloride on the naphthoic acid?

ammonium isocyanate - 27-7-2009 at 22:19

Probably heating at reflux for anywhere from thirty minutes to several hours, followed by removal of excess thionyl chloride under vacuum.

Do you have any references for this procedure?

Arrhenius - 28-7-2009 at 07:44

BMC 13 (2005) 89-112

"The acid chloridewas prepared from 0.122 g (0.60mmol) of 4-methyl-1-naphthoic acid to which was added dropwise 1mL of thionyl chloride at a rate sufficient to maintain a steady evolution of gas. This solution was heated at reflux for 15min, cooled to ambient temperature and the excess thionyl chloride was removed in vacuo to give the acid chloride, which was used without further purification."

[Edited on 28-7-2009 by Arrhenius]

Klute - 28-7-2009 at 12:16

Just reflux until no more gas are evolved.. It might take more than 15min, that seems pretty short to me.