Sodium Hydroxide → HCID 68278267, compound

Participants

Reaction Steps

Reaction of benzoate 34 (285 mg, 0.71 mmol) and 2 M NaOH (10 mL) in dioxane (10 mL) gave acid 35 (246 mg, 89%) as a white solid: mp (H2O) 245-248° C.; 1H NMR [(CD3)2SO] δ 13.16 (br s, 1H, CO2H), 8.05 (dd, J=8.6, 1.8 Hz, 2H, H-2, H-6), 7.93 (dd, J=8.6, 1.8 Hz, 2H, H-3, H-5), 7.70 (ddd, J=9.0, 2.9, 2.0 Hz, 2H, H-2′, H-6′), 7.13 (ddd, J=9.0, 2.9, 2.0 Hz, 2H, H-3′, H-5′), 4.61 (s, 2H, CH2SO2), 3.84 (s, 3H, OCH3), 2.14 (s, 3H, CH3); MS m/z 388.5 (MH+, 100%). Anal. calcd for C19H17NO6S: C, 58.91; H, 4.42; N, 3.62. Found: C, 58.86; H, 4.22; N, 3.54%.

Provenance & Evidence