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How many times can I revert from acid to base?

iyiyandiyiy

Rising Star
After a failed attempt at a STB extraction using MHRB and xylene as solvent (the idea was to get the full spectrum and separate DMT and 'jungle' afterwards). It was first acidified with 20% acetic acid and afterwards basified with NaOH.

I realised though that when I collected some xylene which sat for a long time over the bark slurry, it was fairly 'loaded'. I now want to acidify the basified MHRB, strain out the bark solids, reduce a little bit, basify and magnetic-stirr the liguid with xylene for a couple hours/days as proves necessary.

So, each time I move from acid to base and backwards I'm adding sodium acetate (NaOH + acetic acid)... How many times can I revert between both states before the sodium acetate becomes a problem (WILL IT become a problem?).

As an alternative route I was thinking of just drying the slurry, powedrizse it and extract STB with ethanol, then dry then hydrate this extract and extract this with xylene. Is it silly? I did try to extract a dried sample directly with hot naphtha and it did not work, thus the idea of using ethanol.
Thanks.
 
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