how would I prepare 9-methylanthracene from anthrone?

1 Answer
Dec 23, 2016

How about this?

Explanation:

First, prepare a solution of methylmagnesium bromide in dry ether.

#"CH"_3"Br" + "Mg" stackrelcolor(blue)("dry ether"color(white)(m))(→) underbrace("CH"_3"MgBr")_color(red)("methylmagnesium bromide") #

Add the Grignard reagent to the anthrone.

Addition
#color(white)(mmm) "anthrone"color(white)(mmmmmmmmmmmmmmmm)"9,10-dihydro-9-methyl-9-anthrol"#

Acid dehydration should then give 9-methylanthracene.

Dehydration
#color(white)(mmmmmmmmmmmmmmmmmmmmmmmmmm)"9-methylanthracene"#