your compound is sparingly soluble in DCM .Could you make sure your compound is neutral?. Acidic/Basic salts are highly soluble in water. Here are some of the things you can do:
1. Evaporate the water completely in rotavapor before adding DCM. If the solubility is still low, Instead of using 100% DCM, use 70% DCM, and 30% MeOH. This will improve the solubility.
3. Evaporate the organic phase completely to dryness and then add a minimum of acetone for the GC analysis.
You can do several things to increase the recovery of water-soluble compounds. 1. As suggested above, you can create a high ionic strength in the aqueous phase by adding NaCl up to the saturated solution. This will certainly help. 2. Dichloromethane (DCM) is not the only organic solvent. Test other solvents e.c. ethyl acetate or mixtures of methanol (5 to 20%) with DCM to see what organic phase works best. 3. Use multiple extractions, that is reduce the volume of DCM to, for instance, 3 mL, but extract repeatedly from the same aqueous phase. 4. Unless you goal is to extract low-boiling organic compounds, you can reduce the volume of the combined organic phase by evaporation at atmospheric pressure or in vacuo to increase the concentration of the extracted compounds. 5. It is important to know whether you intend to extract neutral, acidic, or basic compounds. If you are extracting acids, acidify the aqueous phase to pH