Sodium Hydroxide → HCID 59726101, compound

Participants

Reaction Steps

To the methyl ester 2-2 (9.90 g, 35.3 mmol) in MeOH (150 mL) was added 2N NaOH (150 mL) and the reaction was heated to reflux for 2.5 h. Methanol was removed in vacuo and the mixture was extracted with EtOAc. The aqueous layer was acidified to pH 2 with a concentrated solution of HCl and then extracted into EtOAc (×3). The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated to provide the acid 2-1 as an orange solid (8.84 g, 94% yield). 1H NMR (400 MHz, d6-DMSO) δ 3.83 (s, 311), 3.95 (s, 3H), 8.23 (s, 1H).

Provenance & Evidence