Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 3-Methyl-5-heptanone oxime | HCID 90787 | — |
| Reactant | HCID 86757140 | HCID 86757140 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 87949617 | HCID 87949617 | 76.3% |
Reaction Steps
A solution containing 7.47 g 5-methyl-heptan-3-one oxime and 6.33 g pyridine in 120 ml of dichloromethane was cooled to 5° C. Then, a solution of 13.00 g eugenol-chloroformate in 30 ml of dichloromethane was added to the solution and the resulting mixture was stirred for 68 hours at room temperature. Then, the mixture was acidified with aqueous hydrochloric acid, extracted with ether, washed with aqueous hydrochloric acid, saturated NaHCO3, and brine. The organic phase was dried, filtered, and evaporated to dryness. The resulting oil was purified by distillation and chromatography to yield 13.26 g of a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06521797B1 |
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| Source dataset | uspto-grants-2003_02 |
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| ORD ID | ord-a63362863b6740178a73e7d5382bc694 |
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| Source note | uspto-grants-2003_02 |
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