Ethanol → HCID 11992565, compound

Participants

Reaction Steps

A mixture of 20, THF (15 mL), EtOH (15 mL) is charged with 1 N aqueous NaOH (20 mL) and heated to reflux. After 4 h the reaction was allowed to cool to room temperature and then diluted with 1 N aqueous HCl (30 mL) and EtOAc (50 mL). The organic fraction was washed with water (2×40 mL) and brine (40 mL) then dried (Na2SO4). After concentrating, the solid was triturated with hexane (25 mL), filtered and air-dried to afford 770 mg (86%) of the title compound 21 as a white solid. 1H NMR (400 MHz, DMSO-d6): δ 12.82 (s, 1H), 7.86 (d, J=8.2 Hz, 2H), 7.16-7.29 (m, 7H), 1.90 (s, 2H), 1.88 (s, 2H), 1.26 (s, 2H), 0.88 (s, 12H). LCMS (ESI): m/z 347 (M−H)−. Anal. Calcd for C24H28O2: C, 82.69; H, 8.12. Found: C, 82.48; H, 8.14.

Provenance & Evidence