HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86634965, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | HCID 86634966 | HCID 86634966 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 86634965 | HCID 86634965 | 67.2% |
Reaction Steps
Under nitrogen atmosphere, a mixture of 1.0 g of t-butyl (1R)-trans-2,2-dimethyl-3-[(E)-2-methyl-3-oxo-1-propenyl]cyclopropanecarboxylate, 0.29 g of hydroxylamine hydrochloride, 5 ml of pyridine, 5 ml of water and 30 ml of 1,4-dioxane was stirred at room temperature for 3 hours. Ethyl acetate was added to the reaction mixture, and the mixture was washed with 1 mol/L hydrochloric acid and saturated brine respectively. The organic layer was dried over anhydrous magnesium sulfate, then, filtrated, and the filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.71 g of t-butyl (1R)-trans-3-[(E)-3-hydroxyimino-2-methyl-1-propenyl]-2,2-dimethylcyclopropanecarboxylate:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08039499B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-30453fe51055419c9096530838377739 |
| Source note | uspto-grants-2011_10 |