Synthesis
GENERAL METHOD: (E)-3-(2-methoxyphenyl)acrylic acid (1.0 mmol, 0.148 g), catalyst BPPd(0)Si (5 mol%, 0.0836 g), and KOH (1.0 eq., 5 mL of 0.2 M solution) were added to the reaction mixture and reacted under hydrogen (1 atm) atmosphere. After the reaction mixture was stirred at room temperature for 30 min, the catalyst was removed by filtration and the filtrate was washed with 10 mL of water and ethyl acetate. The pH of the filtrate was adjusted to 2-3 with 1 N HCl. Subsequently, the organic phase was collected by solvent extraction with ethyl acetate and dried with MgSO4. The dried organic phase was concentrated under reduced pressure and the resulting crude product was purified by silica gel column chromatography and the final product was structurally confirmed by 1H NMR spectroscopy.
References
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[4] Bioorganic Chemistry, 2018, vol. 80, p. 408 - 421
[5] Bioorganic and Medicinal Chemistry Letters, 2000, vol. 10, # 14, p. 1519 - 1522
