Pyridine → HCID 21072007, compound

Participants

Reaction Steps

A solution of 7-amino-4-bromo-9a-butyl-6,8-difluoro-1,2,9,9a-tetrahydro-3H-fluoren-3-one(0.131 g, 0.354 mmol) in CH2Cl2 (3 mL) was treated with AcCl (0.051 mL, 0.708 mmol) and pyridine (0.043 mL, 0.531 mmol). The resulting solution was stirred under a nitrogen atmosphere for 5 hours. This mixture was treated with NaOH (5N, 1 mL) and EtOH (6 mL), and stirred for 10 minutes. After being diluted with CH2Cl2, the mixture was dried over MgSO4, filtered through a pad of silica gel and rinsed with EtOAc. The filtrate was evaporated under vacuum. The crude product was purified by preparative layer chromatography on a 0.05×20×20 cm silica gel GF plate, developing with 50% EtOAc in hexanes, to afford 7-(acetylamino)-4-bromo-9a-butyl-6,8-difluoro-1,2,9,9a-tetrahydro-3H-fluoren-3-one (0.131 g, 90%) as yellow foam.

Provenance & Evidence