[Esrevinu]

Sorry if this has been asked, but I cannot seem to find good examples on SciFinder or google searches.

I performed a reaction in 1,2-dichlorobenzene. Judging by the TLC, it may have worked. Now I'm not sure how to get my product out of the o-DCB. In the literature example I was using, it says "solvent was evaporated under vacuum," but I'm not sure my desired product (a guanine-C8-N-heterocycle) could withstand the temperature required to evaporate o-DCB.

Normally for high T boiling solvents I can partition the reaction mixture between water/brine and an organic solvent several times, but in this case o-DCB is particularly immiscible with water, and miscible with most organic solvents.

There must be something I am missing... Any suggestions would be appreciated.

[clarkstill]

Yeah you'd need a rotary evaporator or a vacuum manifold to get rid of the solvent in the way they describe.  If you don't have access to these, another good way (for small scale reactions) is to "blow down" the solvent: just have your mixture in a clamped flask or vial, and blow a constant, reasonably strong stream of air (or ideally nitrogen) onto the surface of the solvent.  It takes a while, but can often get rid of even quite high-boiling solvents.

[discodermolide]

Maybe you could use heptane acetonitrile for extraction of the dichlorobenzene. I don't know the partition coefficient but you can easily find out.

[Esrevinu]

Ah yes, partitioning between 2 organic solvents. Seems obvious now. I'm new to actually doing chemistry and not just studying it 

I assume you chose heptane just because its immiscible with acetonitrile. I don't have that in my lab, but I have n-hexane and cyclohexane which are also immiscible. I'll figure it out with what I have, or was there another reason you mentioned heptane specifically?

Thank you very much!

Clarkstill: I have access to (what seems like) everything I would ever need. I'm just worrying about the stability of my desired product at the temp that would be required to evaporate o-DCB, even at 1atm. Although you raise a good point.... I suppose it doesn't need to be immediate. Thanks!

[discodermolide]

Heptane has a higher BPt, and for large scale applications is better to use from the safety point of view.

[Esrevinu]

Ah, I see. Thanks for the suggestion. Although now I feel a little silly for having asked. I was able to remove all o-DCB detectable by UV-vis TLC plates by partitioning the product mixture between hexane and acetonitrile in a 10:3 ratio repeating 5x. In this case I was very lucky because my product is extremely polar, while o-DCB is not, so any loss in yield was negligible.