Lithium Hydroxide → HCID 60197539, compound

Participants

Reaction Steps

To a solution of ethyl 4,5-bis(4-chloro-2-isopropylphenyl)thiophene-2-carboxylate (280 mg, 0.61 mmol) in THF (3 mL) and MeOH (3 mL) was added a solution of LiOH (72 mg, 3.0 mmol) in water (2 mL). The reaction was stirred at rt until complete, and then concentrated. The residue was re-dissolved in 20 mL of water and acidified with 1N aq. HCl to pH 2. The white precipitate was extracted with ethyl acetate. The organic phase was dried over anhydrous sodium sulphate and then concentrated. The residue was purified by recrystallization in a mixture solvent of ethyl acetate and hexane to afford 0.24 g (91%) of product as a white solid, 1H NMR (CDCl3, 500 MHz) δ 7.78 (s, 1H), 7.23 (d, J=2.15 Hz, 1H), 7.22 (d, J=1.88 Hz, 1H), 7.13-7.07 (m, 2H), 7.03 (dd, J1=8.23 Hz, J2=2.20 Hz, 1H), 6.89 (d, J=8.26 Hz, 1H), 2.95 (m, 2H), 1.04 (d, J—4.94 Hz, 6H), 0.98 (d, J=6.95 Hz, 6H); 13C NMR (CDCl3, 125 MHz) δ 167.13, 149.87, 149.06, 146.58, 139.45, 137.21, 135.53, 134.39, 132.79, 131.84, 131.57, 131.14, 129.01, 126.43, 126.28, 125.86, 125.77, 30.27, 30.23, 23.93.

Provenance & Evidence