Hi. I've always removed DMAP using a flash column. Your compound should elute well after DMAP and the pyridinium species should stick to baseline. If you're worried about the sensitivity of your Boc group down a column, you can always first neutralise it with 3% TEA. Hope that helps.

DMAP can be removed by simple water washing ( 75 g / L). Quench the RM with respective qty of water than add solvent to extract the compound.

Thanks for the help

You can also try to quench your reaction with dilute HCl to convert your DMAP into HCl salt, which will easily go in to the water during water wash.

Well.....,

Workup: Quench the reaction mixture with DM water. Give 10% HCl (or dil. Acetic acid) wash, 3 times. Then wash 2 times with DM water. Then, 10% NaHCO3 wash is need. Again wash with DM water.

Dry the organic layer with Anhydrous sodium sulphate. Then evaporate the solvent by rotor vapour. 

If the product is solid...! Then dry it very well and give an anti solvent wash (may be methanol). Recrystallize 2 times with 90% Chloroform/methanol silvent mixture.

  Good luck...

Contact me, if you failed in this procedure.... ([email protected])

See the following links;

http://pubs.rsc.org/en/content/articlelanding/ra/2014/c4ra08219b#!divAbstract

http://www.sciencedirect.com/science/article/pii/S1386142514011913

If you're going to do acid washes, you just need to be careful since BOC is acid sensitive and HCl (pKa -9.3) is much stronger an acid compared with TFA (pKa 0.23) which is normally used to deprotect BOC. A wash with aq. weak acid, such as AcOH like Yuvaraj suggest, should be fine.

Often DMAP isn't really necessary nor is solvent. You can just heat your amine in di-tertbutyldicarbonate neat. Use a slight excess. When the reaction is complete you can just leave it under a good vacuum for a while until only your product remains.

http://www.arkat-usa.org/get-file/28638/

Thanks Eric, but i have one question, you said use excess; of both the Boc2o and the amine or just the Boc2o?

Excess Boc2O.