Lithium Hydroxide → HCID 10544360, compound

Participants

Reaction Steps

A solution of 4-methoxycarbonylmethoxy-7-chloro-3-phenyl-2(1H)-quinolone (Example 14) (0.13 g) in 50 ml tetrahydrofuran was stirred at room temperature for 30 mins with lithium hydroxide (18.2ml, 0.5M solution). The solvent was removed in vacuo and the residue was dissolved in water and acidified to pH1 (1 N HCl). The precipitate was collected by filtration to give the title compound, 23 mg; mp 269°-272° C. (propan-2-ol then DMF-water); Found: C, 61.63; H, 3.61; N, 4.60.C17H12NO4Cl requires C, 61.92; H, 3.69; N, 4.25%. δ (360 MHz, DMSO-d6) 4.05 (2H, s, OCH2), 7.29 (1H, dd, J=2.7, 8.7 Hz, 6-H), 7.35-7.47 (6H, m, Ar +8-H), 8.07 (1H, d, J=8.7 Hz, 5-H), 11.68 (1H, s, NH). m/z (CI-) 328 (M-1).

Provenance & Evidence