Azobisisobutyronitrile → 2-Bromo-5-methoxy-3-phenyl-1H-inden-1-one

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Reaction Steps

5-Methoxy-3-phenyl-1H-inden-1-one (2.8 g, 11.85 mmol) obtained in Step 3 was placed into a flask and dissolved in CCl4 (20 mL). To the resulting solution, NBS (2.53 g, 14.22 mmol, 1.2 eq) and AIBN (280 mg, 10%/w) were added. The resulting mixture was allowed to reflux for 2 h. After cooling to room temperature, the reaction mixture was quenched with sat. Na2S2O3 (20 mL) extracted with CH2Cl2(20 mL×3). The organic layers were washed H2O and brine, dried over MgSO4 and concentrated in vacuo to give the desired product (2.45 g, 66%).

Provenance & Evidence