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ChemicalBook CAS DataBase List 4'-Ethylpropiophenone
27465-51-6

4'-Ethylpropiophenone synthesis

5synthesis methods
Triethylborane

97-94-9

4-Chloro-N-methyl-N-[(4-methylphenyl)sulfonyl]benzamide

1445317-56-5

4'-Ethylpropiophenone

27465-51-6

GENERAL STEPS: Amide (0.5 mmol), PEPPSI catalyst (0.025 mmol, 5 mol%), and K2CO3 (2 eq.) were added to a 20 mL Schlenk tube under nitrogen protection, followed by degassing of the system and replacement with nitrogen three times. Methyl tert-butyl ether (MTBE, 6.0 mL) was added via syringe as solvent, followed by 0.75 mL (1.5 eq.) of borane solution (1 M in THF, commercially available or prepared in situ by borohydride reaction of olefins). The reaction mixture was stirred at room temperature in a nitrogen atmosphere for 24 hours. Upon completion of the reaction, the reaction was quenched with ice water (5 mL) and extracted with MTBE (2 x 5 mL). The organic phases were combined and dried with anhydrous Na2SO4. After filtration, the solvent was removed by rotary evaporator to obtain the crude product. The crude product was purified by rapid column chromatography on silica gel, and the eluent was a mixed petroleum ether/ethyl acetate solvent.

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Yield:27465-51-6 88%

Reaction Conditions:

with chlorine[2-(4,5-dihydro-1H-imidazol-2-yl)-6-methoxypyridine](pentamethylcyclopentadienyl)iridium(III) chloride;potassium hydroxide in water at 80;Schlenk technique;Inert atmosphere;

Steps:

14

In a 10 mL Schlenk tube, methanol (1.1 mmol), 4-ethylphenethyl alcohol (1.0 mmol), KOH (1.1 mmol), H2O (2.0 mL) and TC-6 (0.1 mol%) were added. Under the protection of nitrogen, heat to 80°C for reaction. After completion, it was extracted with ethyl acetate (3×5.0 mL), the organic layers were combined, dried over anhydrous magnesium sulfate, and the solvent was concentrated under reduced pressure to obtain a crude product. The crude product was purified with a mixture of ethyl acetate/petroleum ether (1/50) as the eluent and purified by silica gel chromatography to obtain a pure product with a yield of 88%.

References:

CN112047797,2020,A Location in patent:Paragraph 0165-0172

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