Citric Acid → HCID 18433611, compound

Participants

Reaction Steps

A solution of 8-(tert-butoxycarbonylamino)-2-naphthol, as described in Example 9, Step A, (8.00 g, 30.9 mmol), triisopropylsilyl chloride (7.92 mL, 37.0 mmol), and imidazole (4.20 g, 61.7 mmol) in DMF (75 mL) was stirred at ambient temperature for 18 hours, then poured into 10% aqueous citric acid (100 mL) and extracted with EtOAc (2×100 mL). The combined organic extracts were washed with H2O, then brine, then dried over Na2SO4, filtered, and concentrated in vacuo. The crude product was purified by flash column chromatography on silica, eluting with CH2Cl2—50% hexane to yield the desired product.

Provenance & Evidence