Sodium hydride → HCID 57586486, compound

Participants

Reaction Steps

To a mixture of the 4-[3-(6-bromo-hexyl)-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester (3.6 g, 7.6 mmol), N-tert-butoxycarbonyl-3,5-diiodoaniline (2.8 g, 6.3 mmol) in DMF (60 mL) was added NaH (60% dispersion in mineral oil), (504 mg, 12.6 mmol). The reaction mixture was stirred at room temperature for 24 h. The reaction mixture was diluted with EtOAc (120 mL), then washed with brine. The organic phase was dried over Na2SO4 and evaporated under reduced pressure. Purification by Isco chromatography (Gradient of 20 minutes from hexanes to Hexanes/EtOAc 80%) afforded the title compound (3.3 g, 60%) as a light yellow oil. HR-ES(+): calculated for C34H47N1O7I2 (M+Na)+ 858.1334, found 858.1325.

Provenance & Evidence