Hydrochloric Acid → HCID 67417383, compound

Participants

Reaction Conditions

Reaction Steps

The suspension of compound 1a (39.9 g, 100 mmol) in 3.5N aqueous NaOH (130 mL) and MeOH (350 mL) was heated to 50° C. for 3 hr. Then the mixture was cooled to rt and acidified to pH=3 with 3.5N aqueous HCl, extracted with EA (2×300 mL). The organic extracts were combined and dried over anhydrous Na2SO4, concentrated under reduced pressure to get compound 1b as a white solid (34.7 g, 90% yield). 1H NMR (400 MHz, CDCl3): δ 8.08-8.06 (m, 1H), 7.73-7.53 (m, 2H), 7.42-7.40 (m, 1H), 7.30-7.19 (m, 5H), 4.95-4.84 (m, 2H), 4.05-4.02 (m, 1H), 3.55-3.48 (m, 2H), 2.93-2.91 (m, 2H), 1.45 (s, 9H).

Provenance & Evidence