Hydrochloric Acid → HCID 66970543, compound

Participants

Reaction Steps

A suspension of Example 26 (5.8 g) in EtOH (180 ml) was treated with 1.3M HCl (32 ml). The mixture was stirred at ambient temperature overnight. The pH was adjusted to 8 using 2M sodium hydroxide. The resulting mixture was concentrated to remove the EtOH, and the solid was filtered off, washed with water, then reslurried in 25 ml water for 1 h. The suspension was filtered, washed with water, and the product was dried in a vacuum oven at 45° C. overnight. The beige solid was recrystallised from 19 volumes of EtOH, to give the title compound as a crystalline solid (3.52 g). δH (CDCl3) 9.65 (s, 1H), 7.65-7.50 (3H, m), 7.35-7.50 (2H, m), 7.25 (1H, d, J 9 Hz), 6.85-7.00 (3H, m), 6.40 (1H, d, J 9 Hz), 4.50 (1H, br s), 3.55-3.80 (4H, m), 2.25 (3H, br s), 1.95-2.05 (2H, m), 1.80 (1H, d, J 4 Hz). LCMS (ES+) RT 2.90 min, 464 (M+H)+.

Provenance & Evidence