I have been working on my Organic Chemistry Lab for about a week with no success. It is nucleophilic substitution and my target compound is butanol. My starting reagent is chlorobutane with ether as my solvent, I then add KOH. My TLC readings don't provide much information. Once time has passed, I am left with 1-butanol, water, and potassium chloride but cannot get a pure compound of butanol. I am at my wits end with this. Does anyone have any ideas or suggestions? Thank you so much in advance.