tert-Butanol → HCID 66801718, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-chloro-5-fluoro-4-methoxycarbonyl-benzoic acid (5.55 g, 23.84 mmol) in tert-butanol (48 mL) was added diphenyl phosphorylazide (7.22 g, 26.2 mmol) and triethylamine (2.65 g, 26.2 mmol). The mixture was heated at 85° C. for 20 hours, then concentrated via rotavap. The crude product was purified by silica gel chromatography (0-20% EtOAc/hexane) to give the title compound. (6.53 g, 90.2% yield) as a colorless oil. 1H NMR (400 MHz, CD2Cl2) δ 7.32 (dd, J=11.7, 1.7 Hz, 1H), 7.28 (s, 1H), 7.05 (s, 1H), 3.95 (s, 3H), 1.54 (s, 9H). LCMS (ESI) m/z 304.0 [M+H+].

Provenance & Evidence