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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1366525Generated: October 31, 2026

Sodium Acetate → (7Z)-5-benzyl-7-methoxyimino-5-azaspiro[2.4]heptan-4-one

https://huagongshe.com/reaction/1366525

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AcetateHCID 517045—
ReactantO-Methylhydroxylamine hydrochlorideHCID 521874—
Reactant5-Benzyl-5-azaspiro[2.4]heptane-4,7-dioneHCID 9877787—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
Product(7Z)-5-benzyl-7-methoxyimino-5-azaspiro[2.4]heptan-4-oneHCID 8721037195.1%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07893056B2
Source datasetuspto-grants-2011_02
ORD IDord-81331d3e6725452586a1c21b19ec799b
Source noteuspto-grants-2011_02