2-Acetylpyrene
2-Acetylpyrene Basic information
- Product Name:
- 2-Acetylpyrene
- Synonyms:
-
- 2-Acetylpyrene
- Ethanone, 1-(2-pyrenyl)-
- CAS:
- 789-06-0
- MF:
- C18H12O
- MW:
- 244.29
- Mol File:
- 789-06-0.mol
2-Acetylpyrene Chemical Properties
- Melting point:
- 141-142 °C
- Boiling point:
- 437.7±14.0 °C(Predicted)
- Density
- 1.262±0.06 g/cm3(Predicted)
2-Acetylpyrene Usage And Synthesis
Application
2-Acetylpyrene can be used as a pharmaceutical synthesis intermediate.
Synthesis
The synthesis of 2-Acetylpyrene method is as follows: Stir a solution of 2-acetyl-4,5,9,10-tetrahydropyrene (2.01 mmol) and 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (2.1 equivalents, 0.96 g, 4.23 mmol) in dry THF (25 mL) at reflux (80 °C) under a stream of N2 for 2 days. Remove the solvent by rotary evaporation under reduced pressure. Wash the remaining residue with 5% aqueous KOH (15 mL). Extract the residue with DCM (3 × 30 mL). Dry the combined extracts over MgSO4. Filter the residue. Evaporate the filtrate to dryness. Purify the product by column chromatography (silica gel, ethyl acetate:n-hexane 1:9). Crystallize the crude product from EtOH.1
References
[1] LÍLIA I.L. CABRAL . Synthesis and structure of 2-substituted pyrene-derived scaffolds[J]. Tetrahedron Letters, 2017, 58 48: Pages 4547-4550. DOI:10.1016/j.tetlet.2017.10.058.
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