From: Uno Mäeorg (uno$##$chem.ut.ee)
Date: Tue Oct 29 2002 - 17:47:09 EST
Hi!
I did the synthesis very many years but recently we got the results what I
can't comment. Hope somebody can recommend something or give some comments.
We brominated the 2-methyl anthraquinone in CCl4 with NBS in presence of
bensoyl peroxide. The simple 100W lamp was used as a radiation source. We
got only about 60% of yield instead of 90% or more what could be expected.
Using of an additional UV-lamp (TLC) the yield didn't change. Also the
addition of extra amount of bensoyl peroxide was useless.
Moreover, the next step where the raw product after separation of
succinimide was used and reacted with NaCN in acetonitrile doesn't give the
corresponding cyano compound at all we wanted. This step also should give
good to excellent yield.
By the way all chemicals and solvents are from Sigma-Aldrich and are fresh.
Any comments please.
Uno Maeorg
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