I'm working on creating 2-hydroxy-4,5-dimethoxy benzaldehyde from 3,4-dimethoxyphenol. (created by methylation then oxidation of vanillin) what in
trying to predict is if I'm using a reimer-timann or duff formylation, which side of the hydroxyl it will most likely attack, if there's a way to
increase the yeld of the 2-hydroxy-4,5-dimethoxy product over the 2,3-methoxy-6-hydroxy byproduct. Does anyone know how to predict that? I'm also open
to suggestions for other formylation reactions if anyone knows of more selective or higher yealding options.
Also, FIRST POST WOO!
[Edited on 9-6-2018 by tetraiodide]
[Edited on 9-6-2018 by tetraiodide]CuReUS - 8-6-2018 at 21:31
Both should give you what you want.If you want ease of synthesis,do RT.For higher yield,go for duff.
another method using DMF - https://pubs.acs.org/doi/10.1021/ja9050444tetraiodide - 9-6-2018 at 19:53
Both should give you what you want.If you want ease of synthesis,do RT.For higher yield,go for duff.
another method using DMF - https://pubs.acs.org/doi/10.1021/ja9050444
That's an idea, although I started to look at other synthsyses of coumarin and realised it would be a lot easier to synth 6-bromo veratraldehyde from
vanillin and then do the copper catalyzed conversion to the phenol instead, it may be better yealding as well.CuReUS - 9-6-2018 at 23:11
I started to look at other synthsyses of coumarin and realised it would be a lot easier to synth 6-bromo veratraldehyde from vanillin and then do the
copper catalyzed conversion to the phenol instead
I actully wasn't planing on synthesizing coumarin, it's just that your post
made me realise that my target was a potential intermediate in it's synthesis so I just started looking there. Although I just may give it a try,
highly florescent compounds have always fascinated me.CuReUS - 10-6-2018 at 23:47
