Sodium Chloride → HCID 68243108, compound

Participants

Reaction Steps

A solution of diethyl azodicarboxylate in toluene (2.2 M, 14.0 mL) was added to a solution of 4-{[tert-butyl(diphenyl)silyl]oxy}-2,2-dimethylbutan-1-ol (J. Am. Chem. Soc., 2007, vol. 129, p. 4456) (9.15 g), triphenylphosphine (7.40 g), and phthalimide (4.15 g) in tetrahydrofuran (150 mL) with stirring at room temperature. The mixture was stirred overnight at room temperature, and sodium chloride solution was then added thereto, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure, and diethyl ether was then added to the residue. Insoluble matter was filtered off through celite, and the filtrate was concentrated under reduced pressure. Then, the obtained crude product was purified by silica gel column chromatography to obtain the title compound (11.8 g).

Provenance & Evidence