With something as rare and special as Simplex I would be doing an extraction method that will pull as many of its alkaloids possible, as its complex profile is what makes it a particularly unique tree.
its up to you what tek you use, though keep in mind some won't be great for pulling a wide range of alkaloids and may more specialize in extracting just dmt (a total waste of extracting from simplex if that is the case)
if it was me I would probably do an initial cold soak with a mix of ethanol, water and acid for a few days.. strain that liquid and reduce a little before basing with NaOH and pulling the alkaloids with non polar solvent. this could possibly pull alkaloids that excessive use of heat might degrade
and I'd then put the solvent aside before simmering the plant material in an ethanol/water/acid solution for an 45 (x2), straining, reducing and basing with NaOH and then pulling with either the same or a new lot of non polar solvent.. wash solvent with salty basic solution (NaOH with water and salt works well)
I wouldn't be using naptha as it won't pull the range of alkaloids that something like dcm, toluene, xylene, or limonene will be able to..