3-(4-Hydroxymethyl-phenyl)-propionic acid ethyl ester

Synthesis

(B) A mixture of ethyl (E)-3-(4-formylphenyl)acrylate (2 g, 9.79 mmol), Pd/C (1 g, 10 wt%), and ethanol (50 mL) was placed in an autoclave reactor and hydrogenated for 2 h at 3.5 atm hydrogen pressure. Upon completion of the reaction, the catalyst was removed by filtration. The filtrate was concentrated under reduced pressure and the resulting residue was purified by silica gel column chromatography (eluent: 0-15% ethyl acetate/petroleum ether) to afford ethyl 3-(4-(hydroxymethyl)phenyl)propionate (1.54 g, 76% yield) as a colorless liquid.LC/MS analysis: calculated value (C12H16O3) 208.25, measured value 191.0 [M-OH] +.

References

[1] Patent: WO2016/57731, 2016, A1. Location in patent: Page/Page column 173
[2] Patent: US2017/290800, 2017, A1. Location in patent: Paragraph 0728
[3] Patent: EP1785421, 2007, A1. Location in patent: Page/Page column 36