Isopropyl iodide → HCID 68559815, compound

Participants

Reaction Steps

A solution of tert-butyl 6-bromo-2,2,4-trimethyl-2,3,4,7,8,9-hexahydro-1H-cyclopenta[h]quinolin-3-one-1-carboxylate (300 mg) obtained in Example 1, 7) in toluene (3 ml) was cooled to −20° C., 1.0 M lithiumbis(trimethylsilyl)amide/THF solution (2.9 ml) was added dropwise and the mixture was stirred for 15 min. 2-Iodopropane (293 μl) was added, and the mixture was stirred at 70° C. for 13 hr. The reaction mixture was diluted with water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was subjected to normal phase chromatography (elution solvent hexane-ethyl acetate=20:1→10:1) to give the title compound (136 mg, 41%).

Provenance & Evidence