To a 10 mL round bottom flask, tert-butyl methyl ether (TBME) (3mL) and nutmeg (1.000 g) were added in addition to boiling chips. For ten minutes, the solution was refluxed. The solution was filtered into a tared 25 mL Erlenmeyer flask after the solution had settled. To the round bottom flask, TBME (2 mL) was added and briefly refluxed and then filtered as before. Air was passed over the solution to evaporate the solvent. The crude product (0.578 g) and acetone (7 mL) were added in a 25 mL Erlenmeyer flask to recrystalize. After cooling in an ice bath, the crystals were dried and obtained via suction filtration and were rinsed with cold acetone (~1 mL). A small portion was set aside for the melting point. Trimyristin (0.60 g). 6 M NaOH (2 mL), ethanol (2 mL), and boiling chips were added to clean round bottom flask and refluxed for 45 minutes. The remaining trimyristin was then recrystallized for the second time and was cooled at room temperature for 10 minutes before cooling on ice for an additional 10 minutes. After 45 minutes of hydrolysis, the contents were poured into a clean 50 mL beaker that contained 8 mL of water and 2 mL of concentrated HCl, which was added dropwise. After all the contents were well stirred in the beaker, the solid was collected via suction filtration. The product was rinsed three times with 1 mL water and then allowed to dry overnight.
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