Sodium Hydroxide → HCID 68278181, compound

Participants

Reaction Steps

Reaction of benzoate 37 (213 mg, 0.53 mmol) and 2 M NaOH (10 mL) in dioxane (10 mL) gave acid 38 (160 mg, 78%) as a white solid: mp (H2O) 280-283° C.; 1H NMR δ 13.12 (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), 7.53 (dd, J=8.9, 7.7 Hz, 1H, H-5′), 7.35 (dt, J=7.7, 1.2 Hz, 1H, H-6′), 7.27-7.33 (m, 2H, H-2′, H-4′), 4.70 (s, 2H, CH2SO2), 3.79 (s, 3H, OCH3), 2.18 (s, 3H, CH3); MS m/z 388.5 (MH+, 100%). Anal. calcd for C19H17NO6S.¼H2O: C, 58.23; H, 4.50; N, 3.57. Found: C, 57.89; H, 4.37; N, 3.43%.

Provenance & Evidence