Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Malonic Acid | HCID 867 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | 41301-44-4 | HCID 13023735 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 93132-76-4 | HCID 6443457 | — |
Reaction Steps
Under a nitrogen atmosphere, 0.666 g of methyl (±)-trans-2,2-dimethyl-3-formylcyclopropanecarboxylate was dissolved in 10 mL of a designated solvent. A designated amount of an amine and 1.000 g of malonic acid was then added thereto, and the resulting mixture was stirred under heating. After the mixture was allowed to cool to room temperature, 50 mL of ethyl acetate was added to said mixture and the resulting mixture was washed with 3N-hydrochloric acid and then saturated brine to obtain an organic layer therefrom. The organic layer was dried over anhydrous magnesium sulfate and thereafter evaporated under reduced pressure in order to produce a residue. The residue was subjected to silica gel chromatography, wherein the eluent was a mixture of n-hexane and ethyl acetate at a volume to volume ratio of 3:1. Methyl(±)-trans-2,2-dimethyl-3-{2-carboxy-(E)-1-propenyl}cyclopropanecarboxylate was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06414181B1 |
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| Source dataset | uspto-grants-2002_07 |
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| ORD ID | ord-0dad18dc70b64489a620f0a078b15a51 |
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| Source note | uspto-grants-2002_07 |
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