Sulfuric Acid → Dimedone
Reaction equation
[O:1]=[C:2]([CH3:11])[CH2:3][C:4]([CH3:10])([CH3:9])[CH2:5][C:6](O)=[O:7].S(=O)(=O)(O)O>C(Cl)(Cl)Cl>[CH3:9][C:4]1([CH3:10])[CH2:3][C:2](=[O:1])[CH2:11][C:6](=[O:7])[CH2:5]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 5 parts of 5-keto-3,3-dimethylhexanoic acid and about 15 parts of 73% sulfuric acid was heated for one hour in a 130°-135° oil bath. The cooled solution was then poured into a separatory funnel containing ice and chloroform. The aqueous phase was then washed three times with additional chloroform. The combined organic extractions were then dried and evaporated. There was obtained an 82.3% yield of dimedone. It was further recrystallized from toluene.
Workup
- additionThe cooled solution was then poured into a separatory funnel
- washThe aqueous phase was then washed three times with additional chloroform
- extractionThe combined organic extractions
- customwere then dried
- customevaporated
Sources & evidence
- ORD record
- ord-d7eca5d1c32145dd995fe32b68df792d
- Source dataset
- uspto-grants-1983_05
- Patent number
- US04386222
Reaction notes
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