52786-67-1

1261620-25-0

52786-67-1

The general procedure for the synthesis of 2-(2-cyano-4-methoxyphenyl)acetic acid from the compound (CAS: 1261620-25-0) was as follows: methyl (2-cyano-4-methoxyphenyl)acetate (120 mg, 0.585 mmol) was dissolved in a solvent mixture of 10 mL of tetrahydrofuran (THF) and 2 mL of water, followed by addition of lithium hydroxide monohydrate ( LiOH-H2O, 101 mg, 2.34 mmol). The reaction mixture was heated and reacted at 55 °C overnight. After completion of the reaction, the mixture was cooled to room temperature and the solvent was removed under reduced pressure. The residue was dissolved in 30 mL of water and the pH was adjusted to 14 with 1 N aqueous sodium hydroxide (NaOH). the aqueous layer was washed with 50 mL of ethyl acetate and the organic phase was discarded. The aqueous phase was adjusted to pH 2-3 with 1 N hydrochloric acid (HCl) aqueous solution.Subsequently, the aqueous phase was extracted with 75 mL of ethyl acetate, the organic phases were combined and dried over anhydrous magnesium sulfate (MgSO4). After filtration, the organic phase was concentrated to afford 86 mg (77% yield) of the target product 2-(2-cyano-4-methoxyphenyl)acetic acid (SM-1ah) as a yellow solid. The mass spectrum (ESI+) showed the molecular ion peak m/z 192.2 ([M+H]+).1H NMR (CDCl3) δ 3.81 (s, 3H), 3.84 (s, 2H), 7.09 (dd, 1H), 7.13 (d, 1H), 7.30 (d, 1H), 10.22 (br s, 1H).