Phthalimide → Tert-Butyl 1-[4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)butyl]cyclopropanecarboxylate

Participants

Reaction Conditions

Reaction Steps

Under argon, 4.2 g (15.15 mmol) of tert-butyl 1-(4-bromobutyl)cyclopropanecarboxylate were initially charged in 50 ml of DMF, 3.34 g (22.72 mmol) of phthalimide and 4.19 g (30.3 mmol) of potassium carbonate were added and the mixture was stirred at 90° C. for 2 h. The reaction mixture was then filtered, and the filtrate was diluted with water and extracted three times with ethyl acetate. The combined organic phases were dried over magnesium sulfate and concentrated under reduced pressure. The product was purified by chromatography on silica gel (mobile phase cyclohexane/ethyl acetate 10:1). This gave 4.23 g (81.3% of theory) of the target compound.

Provenance & Evidence