[Nastaran.kh.jafari]

Hi
Is there anyone here who can help me get this working? The product is biphenyl and the copper catalyst used during the TLC reaction is correct, but after work up the crystal does not form and an oily liquid is formed.

[Babcock_Hall]

I am not experienced regarding this reaction, but I have a few general comments.  Is the product pure?  Does any solvent remain?  If the compound is pure and free of solvent, then the failure to crystallize is not something about which I would be concerned.  Perhaps crystals will form in time.

[Nastaran.kh.jafari]

thanks for your Reply.but i need to speak with someone who did this Reaction Before

[Babcock_Hall]

What you meant by "the copper catalyst used during the TLC reaction is correct" is not clear to me.  Do you know anything about the purity of the product, by H-1 NMR for example?  There is no point in wondering why it did not crystallize if it is not pure.

[rolnor]

Copper, in Suzuki? Its usually Boron? You need to use chromatography.

[Guitarmaniac86]

Not sure I follow your post and what you did but this is what I do to work up a Suzuki.

1. If heated, let the reaction cool to room temperaute.
2. Pass through celite to remove inorganics and solids.
3. Wash the celite three to five times with suitable solvent (I use THF)
4. Dry load straight onto HMN or silica
5. Run column chromatography

If I am going to do a recrystallisation post filtering through celite, I wont use THF, but either EtOAc or DCM. If the solvent volume is too large, I'll remove some under reduced pressure, and then wash with water (3 x reaction volume) then brime (3 x reaction volume), remove the EtOAc or DCM under reduced pressure to dryness then do a recryst from whatever my solvent choice is (usually MeOH or IPA, sometimes TBME).

I rarely do a full aqueous work up with Suzuki reactions though. I find it to be a waste of time if I am going to do a column. Pass through celite, dry load, column, done.