Chloroform → 1-Cycloheptylpropan-2-one

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A solution of cycloheptanone (5 gms, 44 mmol) in chloroform (100 ml) was added to a solution of m-chloroperbenzoic acid (12.3 gms, 79.3 mmol) in chloroform (75 ml) and stirred at rt for 36 hrs. The reaction mixture was filtered and the filtrate washed with aq Na2CO3 solution (5%, 3×50 ml) until pH aq layer was at 8-9. Organic layer was washed with water and brine and dried over Na2SO4. The insolubles wer filtered off and the organic layer was concentrated under vacuum to give the lactone (20) (3.5 gms) as waxy solid.

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