Sodium Hydroxide → HCID 23582801, compound

Participants

Reaction Steps

A solution of this ester from step 1 (0.1 g, 0.23 mmol) and NaOH (20 mg, 0.47 mmol) in EtOH/water (1.1, 5 mL) was stirred at room temperature for 16 h. After the ethanol was removed, the aqueous solution was acidified with 10% HCl to pH=2, extracted with ethyl acetate. The combined organic phases were dried over Na2SO4 and concentrated. The crude material was triturated with ether to yield the title compound (48 mg, 50%); 1H NMR (400 MHz, DMSO) δ 9.01 (s, 1H), 8.01 (d, J=9.2 Hz, 2H), 7.76 (d, J=8 Hz, 1H), 7.68 (d, J=8 Hz, 1H), 7.30 (m, 1H), 7.15 (d, J=8 Hz, 2H), 7.08 (m, 1H), 4.15 (t, J=12, 6 Hz, 2H), 3.27 (m, 4H), 2.84 (m, 2H), 2.76 (s, 3H), 2.18 (m, 2H); LC/MS (ESI+) m/z: 98%.

Provenance & Evidence