Propanoic acid (0.973 mL, 13.0 mmol) and 3-methyl-1-butanol (1.194 mL, 11.0 mmol) were added at a 10 mL round bottom flask (RBF) along with 4 drops of sulfuric acid. The round bottom flask was attached to a reflux condenser with a distillation column pointing at a 45° angle. The mixture was refluxed for 15 minutes and the upper phase was then tipped back into the reaction flask. This was repeated twice more. The mixture was then removed from the heat and cooled for 15 minutes. The mixture was then pipetted into a centrifuge tube. The mixture was washed with water (1 X 1.00 mL). The mixture was then washed with sodium bicarbonate (2 mL, 2.6 mmol) twice. Lastly the mixture was washed with sodium chloride (1 mL, 3.69 mmol). The organic product was pipetted into a vial and ~20 CaCl2 spheres were added. The mixture sat for 5 minutes. The product (0.928 g, 58.51%) was then pipetted into a dry tared capped vial. Infrared spectroscopy was then performed.
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