HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 72628750, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | Methanone, (6-chloro-3-pyridinyl)phenyl- | HCID 3061713 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 72628750 | HCID 72628750 | 89% |
Reaction Steps
The ketone issued from the precedent step (XIX*), e.g., (6-chloropyridin-3-yl)(phenyl)methanone (435 mg, 2 mmol), was dissolved in EtOH (40 mL). DIEA (1.027 mL, 6 mmol) and hydroxylamine hydrochloride (417 mg; 6 mmol) were added. The mixture was heated under reflux overnight. The solvents were removed. The resulting crude mixture was dissolved in ethyl acetate (40 mL) and was washed with three portions of water. The organic layer was dried over magnesium sulfate, filtrated and evaporated to give the desired product (XXXXIII*), e.g., (6-chloropyridin-3-yl)(phenyl)methanone oxime (413 mg, 89% yield). It was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415480B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-2edc374d2deb44d1b20dfc9f3753b0fa |
| Source note | uspto-grants-2013_04 |