Step 24c: Synthesis of 2-(4-hydroxyphenyl)-2-methylpropanoic acid (Compound 0804-27)
2-(4-Methoxyphenyl)-2-methylpropanoic acid (Compound 0803-27) (0.85 g, 4.38 mmol) was mixed with pyridine hydrochloride (2.82 g, 24.40 mmol) and the reaction was heated at 180 °C for 5 hours. After completion of the reaction, the mixture was cooled to room temperature and the pH was adjusted to 6 with dilute hydrochloric acid (1 M), followed by extraction with ethyl acetate. The organic layer was separated, dried with anhydrous sodium sulfate and concentrated to give the target product 0804-27 (0.61 g, 76% yield) as a colorless oil.LCMS detection showed m/z of 181 [M + 1]+.1H NMR (400 MHz, DMSO-d6) data were as follows: δ 1.41 (s, 6H), 6.70 (d, J = 8.8 Hz, 2H) , 7.13 (d, J = 8.8Hz, 2H), 9.28 (s, 1H), 12.16 (s, 1H).