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Re: Bromination of MNR89 at the 7 position - MNR118-1 by James Cronshaw
10th April 2013 @ 16:30
it's pretty interesting that this worked. i did three experiments where i tried to get this to happen. i think they were jrc 21, 22 and 23, or something like that. i tried HBr, Br2 and NBS in fairly harsh circumstances and none of them worked. i guess the sealed tube pushed it along or something?

if i recall correctly (and i might not), the chemical shifts of this vs. the compound brominated at the 6-position are nearly identical. i had some trouble discriminating between the two, such that mat believed that an xray might be needed at the end of my thesis to prove that the bromination had happened at the desired 6-position.
Re: Bromination of MNR89 at the 7 position - MNR118-1 by Murray Robertson
11th April 2013 @ 05:41
interesting indeed, but if you look at MNR119-2 where it is the chloro, bromo compound the shifts are different to when the Br is at the 6 position. Granted, this reaction has only gone in less than 5% conversion but it is again consistent with the literature. I'll need to repeat this to get the conversion better but it is hopeful and nice to see that we should be able to make some compounds with substitution at the 7 position.