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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1665215Generated: November 1, 2026

Water → HCID 86634965, compound

https://huagongshe.com/reaction/1665215

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyridineHCID 1049—
ReactantHydroxyamine hydrochlorideHCID 443297—
ReactantHCID 86634966HCID 86634966—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86634965HCID 8663496567.2%

Reaction Steps

Under nitrogen atmosphere, a mixture of 1.0 g of t-butyl (1R)-trans-2,2-dimethyl-3-[(E)-2-methyl-3-oxo-1-propenyl]cyclopropanecarboxylate, 0.29 g of hydroxylamine hydrochloride, 5 ml of pyridine, 5 ml of water and 30 ml of 1,4-dioxane was stirred at room temperature for 3 hours. Ethyl acetate was added to the reaction mixture, and the mixture was washed with 1 mol/L hydrochloric acid and saturated brine respectively. The organic layer was dried over anhydrous magnesium sulfate, then, filtrated, and the filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.71 g of t-butyl (1R)-trans-3-[(E)-3-hydroxyimino-2-methyl-1-propenyl]-2,2-dimethylcyclopropanecarboxylate:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039499B2
Source datasetuspto-grants-2011_10
ORD IDord-30453fe51055419c9096530838377739
Source noteuspto-grants-2011_10