How to do an LDA work up when my product is water soluble?

02 February 2018 1 2K Report

I am trying to work up a reaction mixture containing excess LDA (2 eq). My product is also pretty soluble in water (has 2 or more free OH groups). What would be a good way to do the work up? Is it advisable to use sat. NH4Cl soln?

Thanks

Saayak Halder

Thanks Mr Fischer for the suggestion. I am trying to make a Diketoester (PhCOCH2COCH2CO2Et). It exists as mixture of enol tautomers, and fairly soluble in water, even in brine. I have tried extracting the brine layer with EtOAc multiple times, but it still retains some of my product.

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