Sodium Hydroxide → Dodecanoic acid, 12-(triphenylmethoxy)-

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The synthesis and purification procedures of 16b were followed. Aqueous 0.5 M NaOH (4.6 mL, 2.3 mmol), 15c (548 mg, 1.2 mmol), and THF (9.3 mL) were used and the reaction duration was shortened to 2 days. After purification, 463 mg (87%) of 16c was obtained as a colorless oil. 1H-NMR (400 MHz, CDCl3, δH ppm): 7.43 (6H, m, p-Ar), 7.28 (6H, m, m-Ar), 7.21 (3H, m, o-Ar), 3.02 (2H, t, 3JH—H=6.7 Hz, HO—CH2), 2.34 (2H, t, 3JH—H=7.5 Hz, CH2CO2), 1.55-1.67 (4H, m, 2CH2), 1.19-1.39 (14H, m, 7CH2). 13C-NMR (100 MHz, CDCl3, δH ppm): 180.02, 144.53, 128.69, 127.64, 126.75, 86.25, 63.66, 34.02, 30.04, 29.52, 29.50, 29.48, 29.39, 29.22, 29.05, 26.25, 24.66. HRMS (EI): m/z calcd 458.2821 (C31H38O3), found 458.2814 [M]+.

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