Potassium Hydroxide → HCID 76684542, compound

Participants

Reaction Conditions

Reaction Steps

Into a sealed tube, the product from step (i) (95 mg, 0.313 mmol) dissolved in EtOH (2 ml) and water (500 μl) was added. To this stirred solution, KOH (275 mg, 4.9 mmol) was added. The reaction mixture was heated to 120° C. for 24 hours. The reaction mixture was allowed to cool to room temperature and was diluted with 2M HCl (15 ml) and water (15 ml). The aqueous mixture was washed with EtOAc (2×). The aqueous layer was then basified with 2M NaOH to pH 10 and extracted with DCM (3×). The combined DCM extracts were washed with brine, dried over Na2SO4, and solvent evaporated in vacuo to give the title compound as a yellow oil (40 mg). 1H NMR (300 MHz, CDCl3) δ 6.86 (d, J=8.1 Hz, 1H); 6.57 (d, J=8.1 Hz, 1H); 4.22-4.17 (m, 1H); 4.12-4.03 (m, 1H); 3.00-2.84 (m, 8H); 2.83-2.72 (m, 1H); 2.06 (bs, 1H); 1.97-1.92 (m, 2H); 1.56-1.45 (m, 2H); 1.01 (t, J=6.0 Hz, 3H); MS: ESI (positive): 232 (M+H).

Provenance & Evidence