If I wanted to isolate cis-3-hexanol (cis-3-hexen-1-ol; IUPAC name: (Z)-Hex-3-en-1-ol ) from grass I could start the extraction by dissolving the grass in a solution of ethanol. EtOH is a common solvent for extractions, and dissolving grass in it would leave some remaining solid, as well as a crude solution containing the cis-3-hexanol. Cis-3-hexanol is a liquid at room temperature and is soluble in ethanol but not (only to a small degree) soluble in water.
After filtering out the remaining undissolved solids, I think the next best step would be to boil off the remaining ethanol and water with both of their boils points being lower than cis-3-hexanol's boiling point at around 156.5 degrees C. This would presumably leave a crude solution containing cis-3-hexanol and other organic components extracted from the grass.
What would be the best method to further purify the remaining solution for a higher purity? Please correct me if my thought process is wrong.
Cis-3-hexanol is used in perfumes and the demand for it has increased in industry.