Chloroform → 1-Cycloheptylpropan-2-one

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.

1. filtrationThe reaction mixture was filtered
2. washthe filtrate washed with aq Na2CO3 solution (5%, 3×50 ml) until pH aq layer
3. washOrganic layer was washed with water and brine
4. dry with materialdried over Na2SO4
5. filtrationThe insolubles wer filtered off
6. concentrationthe organic layer was concentrated under vacuum

ORD record

ord-55c994096a2748869f9c4498d559ad60

Source dataset

uspto-grants-2012_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08097728B2