I'm trying to sythesize thishttp://img15.imageshack.us/my.php?image=randomp.png
using anisole as my only organic carbon source.
So far, I cleaved anisole to give phenol, nitrated that to give para-nitrophenol, then reduced to give para-aminophenol. I then set this product aside for later.
Then, I cleaved another anisole to give phenol, treated with PBr3
to give bromobenzene, treated with Mg to form a grignard, reacted with CO2
followed by acid to give benzoic acid, then treated with SOCl2
to give the acyl chloride of benzoic acid. I then reacted this with the product I had set aside.
Unfortunately, that gives the product pictured, except without the methoxy substituent in the bottom left-hand corner, and I'm drawing blanks on where I can work it in.
Thanks for any help.