Purification of alkyl halide from pyridine

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To purify an alkyl halide from a pyridine solution, the user has initiated a substitution reaction by combining pyrene 1-methanol, pyrene, and thionyl chloride (SOCl2). After allowing the mixture to sit for a day at room temperature, the user seeks effective recovery methods for pyrene 1-methylchloride. The primary suggestion is to evaporate the solvent to isolate the desired compound. However, the user is open to alternative separation techniques, as they lack expertise in this area. The end goal is to modify pyrene 1-methanol into a thiol, potentially using thiolurea, but the user is uncertain about the appropriate solvent for this reaction. They are looking for feasibility insights and considerations for this modification process, including the possibility of using an acid-base wash. Overall, the discussion revolves around purification and modification strategies for pyrene derivatives in organic synthesis.
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I am looking for a way to purify an alkyl halide from a pyridine solution. I started with
0.02 grams of pyrene 1-methanol and added to it 20 mL pyrene and 200 uL of SOCl2 at room temperature hoping that the substitution reaction would happen. The solution has been sitting for a day at room temperature as I am figuring out how to recover the
pyrene 1-methylchloride (?). The only method that I think of after reading is to let all the solvent evaporate and be left with the pyrene. I'm not well versed in separation techniques (not a chemist); does anyone have better suggestions?

Ultimately, I'm looking to modify the pyrene 1-methanol to be a thiol. After making the pyrene 1-methylchloride I was thinking about using thiolurea (with what solvent I don't know) to complete the modification. Does this method seem feasible? What are some considerations that I need to be aware of? Thanks for your input.
 
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Acid-base wash?
 

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