Lithium Hydroxide → 2-(3-Hydroxyphenyl)-4-thiazoleacetic Acid

Participants

Reaction Steps

The procedure used for the preparation of 5a was repeated with 4d (1.84 g, 7.00 mmol) and 2N LiOH (14.0 mL) to provide 5d (1.63 g, 99%) as a white solid, which was recrystallized from EtOAc/toluene. mp 172.0°-174.0° C.; IR (KBr) 3500-2400 (br), 3336 (br), 1689, 1442, 1276, 1231 cm-1 1H NMR (DMSO-d6) δ3.72 (2H, s, CH2), 6.81 (1H, d, J=7.4 Hz, Ar), 7.19-7.30 (3H m, Ar), 7.43 (1H, s), 9.67 (1H), br, s, OH), 12.40 (1H, br, s, CO2H); FDMS m/z 236 M+ +1); Anal. Calcd for C11H9NO3S: C, 56.14; H, 3.86; N, 5.95. Found: C, 56.11; H, 3.73; N, 5.80.

Provenance & Evidence