Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl pivaloylacetate | HCID 99597 | — |
| Reactant | Formamidine acetate | HCID 160693 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178441203 | HCID 178441203 | 57.5% |
Reaction Steps
Formamidine acetate (2.172 g, 20.86 mmol) and methyl 4,4-dimethyl-3-oxopentanoate (3.0 g, 18.96 mmol) were added to a mixture of sodium methoxide (2.203 g, 40.8 mmol) in methanol (20 mL) and the resulting mixture was stirred at room temperature under argon for 18 hours. Water (5 mL) and acetic acid (2.2 mL) were added and the solvent was removed under reduced pressure. The residue was diluted with water and extracted with ethyl acetate (×3). The ethyl acetate layers were combined, dried under magnesium sulfate and evaporated under reduced pressure. The resulting solid was triturated with ethyl acetate, filtered and washed with a small volume of ethyl acetate. The solid was dried under high vacuum at 45° C. for 18 hours to give the title compound as a white solid (1.66 g);
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08796283B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-a4bf7af4023d46209250790ea8ccd037 |
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| Source note | uspto-grants-2014_08 |
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