HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 59643422, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | HCID 63319772 | HCID 63319772 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 59643422 | HCID 59643422 | 40.5% |
Reaction Steps
To a solution of 1-(4-bromophenyl)-3-cyclopropyl-1,3-propanedione (2.60 g, 9.73 mmol) in anhydrous MeOH (80 ml) was added hydroxylamine hydrochloride (2.71 g, 39.00 mmol). The mixture was heated to reflux for 14 h. Upon cooling, the solution was poured into water, and extracted with CH2Cl2 (3×200 ml). The combined organic phases were dried with MgSO4 and concentrated in vacuo. The regioisomers were separated by flash chromatography (CH2Cl2/hexanes, 10:90 to 40:60) to yield the title compound as a white solid (1.04 g, 40%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07319104B2 |
| Source dataset | uspto-grants-2008_01 |
| ORD ID | ord-dcf47944b33f43b79c9d3133e374370c |
| Source note | uspto-grants-2008_01 |