Lithium Hydroxide → HCID 59364295, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 223 (0.2 g, 0.34 mmol) in THF/MeOH/H2O (5:5:1) was added LiOH (0.052 g, 2.2 mmol) (Scheme 16). The reaction mixture was stirred at 50° C. for 0.5 h. The solution was cooled to room temperature and concentrated. Water (10 mL) was added and pH was adjusted to 7 with 1N HCl. The aqueous phase was extracted with ethyl acetate (3×10mL). The combined organic phase was dried with MgSO4, and the solvent was removed in vacuo. The residue was purified by flash chromatography (ethyl acetate/hexane, 1:1, V:V) to yield QR-0170 (0.13 g, 89%), 1H NMR (DMSO): 2.30 (s, 3H), 7.33-7.39 (m, 3H), 7.45 (t, 1H, J=7.6), 7.66 (d, 1H, J=9.0), 7.80 (d, 1H, J=7.8), 7.96 (d, 2H, J=8.3), 8.06-8.10 (m, 3H), 8.13 (s, 1H), 8.60 (d, 1H, J=1.7), 12.18 (s, 1H); 13C NMR (DMSO): 21.49, 109.45, 112.89, 114.04, 116.56, 116.89, 117.64, 121.21, 123.24, 124.33, 125.48, 125.78, 127.29, 128.41, 129.84, 130.71, 134.52, 135.20, 139.97, 141.60, 146.03.

Provenance & Evidence