Ethanol → HCID 11992477, compound

Participants

Reaction Steps

A mixture of 17 THF (35 mL) and absolute EtOH (35 mL) was charged with 1 N aqueous NaOH (46 mL) and heated to reflux. After 90 min the reaction was cooled to room temperature. The reaction was diluted with 1 N aqueous HCl (55 mL) and EtOAc (100 mL). The organic fraction iwa washed with water (2×75 mL) and brine (1000 mL) then dried (MgSO4) and concentrated to a white solid. This solid was triturated with hexane (25 mL) and recrystallized from CH3CN (100 mL) to yield: 1.87 g (84%) of the title compound 18 as a white solid. 1H NMR (400 MHz, DMSO-d6): δ 12.35 (s, 1H), 7.59 (d, J=8.2 Hz, 2H), 7.53 (d, J=15.9 Hz, 1H), 7.15-7.31 (m, 7H), 6.45 (d, J=15.9 Hz, 1H), 1.91 (s, 2H), 1.89 (s, 2H), 1.26 (s, 2H), 0.88 (s, 6H), 0.87 (s, 6H). LCMS (ESI): m/z 373 (M−H)−.

Provenance & Evidence