Organocatalysis
0 views·06:31 min
- Add (S)-proline (40 mg, 0.35 mmol, 0.35 equivalents), acetonitrile (MeCN, 5 mL), and the diketone (126 mg, 1 mmol, 1 equivalent) to a round-bottom flask (~ 20 mL) equipped with a magnetic stir bar.
- Stir the reaction mixture at 35 °C for 30 min.
- Add 3-buten-2-one (105 mg, 1.5 mmol, 1.5 equivalents) dropwise at 35 °C and stir at the same temperature for 1 week.
- Cool the reaction to room temperature and quench by adding ~ 5 mL of saturated aqueous ammonium chloride.
- Extract the aqueous layer with diethyl ether.
- Wash the combined organic layers with brine and dry with anhydrous magnesium sulfate.
- Filter the magnesium sulfate and concentrate via rotatory evaporation.
- Purify the crude residue via column chromatography.
Source: Vy M. Dong and Faben Cruz, Department of Chemistry, University of California, Irvine, CA
This experiment will demonstrate the concept of organ…
Chapters in this video
0:04
Overview
0:44
Principles of Organocatalysis
2:34
Organocatalytic Aldol Reaction
4:03
Results
4:48
Applications
6:11
Summary
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