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          Crystalline HTIB (3.92g, 10mmol) was added to a magnetically stirred solution of 2-phenyl-1-pentene (1.60g, 10.9mmol) in 95% methanol (45mL). The HTIB dissolved rapidly (15s) with mild heat evolution (41¡æ) to give a colorless solution. After 20 min at room temperature, the solution was concen trated under aspirator vacuum, and the oily mixture that remained was partitioned between CH2Cl2(40mL) and H2O(40mL). The organic layer was washed with H2O(2•40 mL) and brine(35 mL), dried over MgSO4, and concentrated to a colorless oil(2.66g). Flash column chromatography of the oil on silica gel with 10% EtOAc/hexanes gave 1-phenyl-2-pentanone[2] as a colorless oil;1.43g (88%);
         A soln. of [ 2] (1.746g,10mmol),N-bromosuccinimide(1.783g,10mmol),and 10mg AIBN in CCL4 (40ml) was heated under reflux for 1 h.After is was allowed to cool to r.t.,the precipitated succinimide was removed by filtration and the solvent by distillation:crude product (1.53g,100%).
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