I understand that Crossover and Wine enable a Chromebook to behave like a limited Windows laptop. I would have one more go and download the Windows 32 bit version of pscan onto a USB drive attached to your Windows laptop then transfer it to your Chromebook (within its Wine environment). Then proceed with the Windows installation.
Otherwise, delete ChromeOS completely and replace with a very lite Linux distribution. Google is your friend to help you do that.
I'm using an ancient Acer EePC netbook and it's much, much easier to have in the car than a full sized laptop. Good luck.
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