Hydrochloric Acid → HCID 76684634, compound

Participants

Reaction Conditions

Reaction Steps

The product from step (b) (52 mg, 0.18 mmol) was dissolved in ethanol (2 and placed in a pressure tube. To this solution was added KOH (0.20 g, 3.60 mmol) and water (0.5 ml). The tube was sealed and the contents stirred at 120° C. for 48 hours. The reaction mixture was then cooled to RT and acidified with 2N HCl to pH 3. The aqueous mixture was then washed with diethyl ether (3×). The aqueous phase pH was then adjusted to 12 by addition of 2M NaOH and extracted with DCM (3×). The combined DCM extracts were washed with brine, dried (Na2SO4), and solvent evaporated in vacuo to give the titled compound as a colorless oil (19 mg). 1H NMR (300 MHz, CDCl3) δ 7.02 (d, J=7.5 Hz, 1H); 6.98 (d, J=7.5 Hz, 1H); 4.92 (dd, J=5.4 Hz, 2.7 Hz, 1H); 3.35 (s, 3H); 3.15-2.76 (m, 10H); 2.24-2.12 (m, 2H); 1.99 (bs, 1H); MS: ESI (positive): 218 (M+1).

Provenance & Evidence