HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Acetate → (7Z)-5-benzyl-7-methoxyimino-5-azaspiro[2.4]heptan-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | O-Methylhydroxylamine hydrochloride | HCID 521874 | — |
| Reactant | 5-Benzyl-5-azaspiro[2.4]heptane-4,7-dione | HCID 9877787 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (7Z)-5-benzyl-7-methoxyimino-5-azaspiro[2.4]heptan-4-one | HCID 87210371 | 95.1% |
Reaction Steps
5-(Phenylmethyl)-5-azaspiro[2.4]heptane-4,7-dione (Example 128) (2.8619 g, 13.29 mmol), sodium acetate (2.23 g, 26.59 mmol), and O-methylhydroxylamine hydrochloride (2.22 g, 26.59) was dissolved in 65 mL of MeOH. The mixture was stirred at room temperature overnight and then diluted with 300 mL of DCM. The mixture was washed with sat. aq. NaHCO3 (200 mL), and the organics were dried over anhydrous MgSO4, filtered, and concentrated in vacuo to provide (7Z)-5-(phenylmethyl)-5-azaspiro[2.4]heptane-4,7-dione 7-(O-methyloxime) (3.0864 g, 95%). LCMS: (M+H)+: 245.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07893056B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-81331d3e6725452586a1c21b19ec799b |
| Source note | uspto-grants-2011_02 |