Water → 2-(4-Bromo-2-ethyl-benzyl)-isoindole-1,3-dione

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Reaction Conditions

Reaction Steps

To 4-bromo-1-bromomethyl-2-ethyl-benzene (4.0 g, 14.2 mmol) in dimethylformamide (100 mL) at room temperature was added potassium phthalimide (2.9 g, 15.6 mmol), and the solution was heated at 80° C. for 5 h. The solution was cooled to room temperature and poured into water. The aqueous solution was extracted with ethyl acetate. The pooled organics were washed with saturated sodium chloride, dried (Na2SO4), filtered, and concentrated in vacuo to a yellow solid (4.0 g, 82%). 1H NMR (300 MHz, CDCl3): δ ppm 1.27 (t, J=7.54 Hz, 3H) 2.85 (q, J=7.60 Hz, 2H) 4.84 (s, 2H) 7.14-7.18 (m, 1H) 7.24-7.27 (m, 1H) 7.34 (d, J=2.07 Hz, 1H) 7.73 (dd, J=5.46, 3.01 Hz, 2H) 7.86 (dd, J=5.56, 3.11 Hz, 2H).

Provenance & Evidence