Hello,
if you have respected the starting proportion between the quantity of fresh materail and the volume of solvent at the beggining of extraction (2 extractions of the ground material) normally the quantity of residues obtained (of green color) after evaporation of the solvents, and speed vac less than 30 min must recover in the acidic MeOH. Try to add first 10 μL of 100% MeOH on the residues and then add 90 μL H2O containing 0.1% TFA, vortex 1 min.