Lithium Hydroxide → HCID 11620001, compound

Participants

Reaction Steps

Dissolve 4-[4-(4-acetyl-3-hydroxy-2-propyl-phenoxymethyl)-benzenesulfonylamino]-benzoic acid methyl ester (1.48 g, 2.98 mmol) in methanol (15 mL) and add 2N aqueous lithium hydroxide solution (9 mL). Stir 24 hours. Concentrate under reduced pressure to remove majority of methanol, add 1N hydrochloric acid to the dark brown solution to afford a white precipitate. Triturate in 1N hydrochloric acid for 1 hour and collect the solid by filtration. Triturate the collected solid in 1:1 ether/hex and filter to collect the title compound as a white solid (1.102 g, 2.28 mmol): 1H NMR (DMSO-d6) δ 0.85 (t, 3H), 1.46 (m, 2H), 2.58 (m, 5H), 5.30 (s, 2H), 6.65 (d, 1H), 7.20 (d, 2H), 7.61 (d, 2H), 7.80 (m, 3H), 7.87 (m, 2H), 10.82 (br s, 1H), 12.72 (br s, 1H), 12.82 (s, 1H); MS (m/z): 482 (M−1).

Provenance & Evidence