Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydroxylamine | HCID 787 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | 1-(6-Chloropyridin-3-yl)ethan-1-one | HCID 2779698 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Solvent | Chloroform isopropyl alcohol | HCID 21906603 | — |
| Product | HCID 53396275 | HCID 53396275 | 94% |
Reaction Steps
Combine 1-(6-chloropyridin-3-yl)ethanone (3.4 g, 22.8 mmol), hydroxylamine (50%) in water (5.77 g, 87.4 mmol) and 0.75 mL of acetic acid in 15 mL of dioxane in a pressure vessel. Seal the vessel and heat the mixture in an oil bath for 3 h at 150° C. Cool the mixture to RT. Dilute with chloroform/IPA (3/1), wash with water, and aqueous saturated sodium chloride. Separate the layers and dry the organic layer over sodium sulfate. Concentrate in vacuo to afford the title compound (3.52 g, 94%). MS (ES) m/z 171 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08114872B2 |
|---|
| Source dataset | uspto-grants-2012_02 |
|---|
| ORD ID | ord-f8fc75ea881242f49d7b4f0ec095152f |
|---|
| Source note | uspto-grants-2012_02 |
|---|