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ChemicalBook CAS DataBase List Ferulic Acid

Ferulic Acid synthesis

2synthesis methods
-

Yield:1135-24-6 98%

Reaction Conditions:

with benzylamine in toluene at 85 - 95; for 2 h;

Steps:

Synthesis of (E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid (FA)

Ferulic acid was prepared by the condensation reaction ofvanillin with malonic acid using benzylamine as the catalytic agent, toluene as the solvent and a reaction temperature of85-95 °C for about 2.0 h (Fig. 2) according to reportedmethod (Shiyi and Kwok 2004). Appearance: white solid;Mp: 169-171 °C; MF: C10H10O4;MWt: 194.18 (Fig. S1);1HNMR (300 MHz, d6-DMSO): 12.13 (s, 1H), 9.56 (s,1H), 7.48 (d, J = 15.9 Hz, 1H), 7.28 (d, J = 1.8 Hz, 1H),7.08 (dd, J = 1.8 Hz, 6.3 Hz, 1H), 6.78 (d, J = 8.1 Hz, 1H),6.36 (d, J = 15.9 Hz, 1H), 3.81 (s, 3H); 13C NMR (300 MHz,d6-DMSO): 167.98, 149.02, 147.86, 144.49, 125.73,122.79, 115.57, 115.47, 111.06, 55.61; LC MS (m/z): [M+H+]-194.19.

References:

Abd El-wahaab, Badr;Shehab, Wesam S.;El-Shwiniy, Walaa H. [Chemical Papers,2022,vol. 76,# 2,p. 931 - 944]

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