The general procedure for the synthesis of 14-hydroxytetradecanoic acid from the compound (CAS: 1147745-12-7) as a starting material is as follows: a solution of potassium hydroxide (8.60 g, 153 mmol) in water (100 mL) was added to a solution of the above ester (9.20 g, 30.6 mmol) in methanol (100 mL), and the reaction mixture was heated and reacted for 2 days at 60 °C. . After completion of the reaction, the mixture was cooled to room temperature and subsequently washed with hexane (2 x 70 mL) and concentrated under vacuum. Then, concentrated hydrochloric acid (32%, 20 mL, 0.65 mol) was added dropwise and the mixture was extracted with ethyl acetate (2 × 150 mL). The organic layers were combined, dried over anhydrous magnesium sulfate and evaporated to dryness to give 14-hydroxytetradecanoic acid as a white solid. Yield: 7.10 g (95%). Thin layer chromatography (TLC) analysis (silica gel plate, chloroform:methanol = 85:15): rf = 0.50. 1H NMR spectrum (300 MHz, CDCl3, δH): 3.66 (t, J = 6.6 Hz, 2H); 2.36 (t, J = 7.4 Hz, 2H); 1.72-1.52 (m, 4H); 1.29 (bs, 18H).
