Sodium Hydroxide → HCID 18699174, compound

Participants

Reaction Steps

Following general procedure P and using 4-[ethyl-(7-t-butyl-3,3,6-trimethyl-2,3-dihydro-benzofuran-5-yl)-amino]-benzoic acid methyl ester (Compound 68, 0.11 g, 0.29 mmol) and 2 mL (7.5) of 5M sodium hydroxide in 5 mL of methanol, the title compound (0.025 g, 23%) was obtained as a pale yellow solid, after flash column chromatography using 25% ethyl acetate in hexanes as the eluent followed by recrystallization from hexanes. 1H NMR (300 MHz, CDCl3): δ 7.88 (d, 2H, J=9.0 Hz), 6.70 (s, 1H), 6.43 (d, 2H, J=9.0 Hz), 4.17 (s, 2H), 3.88-3.76 (m, 1H), 3.45-3.30 (m, 1H), 2.20 (s, 3H), 1.52 (s, 9H), 1.28-1.24 (m, 9H).

Provenance & Evidence