Trichloroacetyl chloride → 1,1-Dichlorospiro(3.3)heptan-2-one
Reaction equation
[Cl:1][C:2]([Cl:7])(Cl)[C:3](Cl)=[O:4].[CH2:8]=[C:9]1[CH2:12][CH2:11][CH2:10]1>CCOCC.[Zn]>[Cl:1][C:2]1([Cl:7])[C:9]2([CH2:12][CH2:11][CH2:10]2)[CH2:8][C:3]1=[O:4]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 20 °C
Procedure
6.25 g of powdered zinc and then 11 ml of trichloroacetic acid chloride in solution in 170 ml of ether are added to 5 g of methylenecyclobutane in solution in ether. The solution is subjected to sonication for 3 hours while maintaining the temperature at 20° C., and then the black solution is filtered through Whatman filter. The filtrate is washed, dried, filtered and concentrated to yield the expected product in the form of a brown oil.
Workup
- customThe solution is subjected to sonication for 3 hours
- filtrationthe black solution is filtered through Whatman
- filtrationfilter
- washThe filtrate is washed
- customdried
- filtrationfiltered
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-89fb272f605146bbabe4a222c80b1228
- Source dataset
- uspto-grants-2008_10
- Patent number
- US07439263B2
Reaction notes
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