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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 856120Generated: October 30, 2026

Water → HCID 86604797, compound

https://huagongshe.com/reaction/856120

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantSulfoxonium, trimethyl-, iodide (1:1)HCID 74498—
ReactantHCID 69479336HCID 69479336—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 86604797HCID 8660479786.9%

Reaction Steps

Trimethylsulfoxonium iodide (1.96 g, 8.89 mmol) was gradually added to a suspension of sodium hydride (372 mg, 9.32 mmol) in dimethylsulfoxide (20 ml), and the mixture was stirred at room temperature for 1.5 hours. To which a solution of tert-butyl N-methyl-[1-(2-oxopropyl)piperidin-4-yl]carbamate (2.3 g, 8.5 mmol) in dimethylsulfoxide (20 ml) was added, and the mixture was stirred at room temperature for 2 hours. The reaction mixture was poured into iced water, and extracted with diethyl ether. The extract was washed with a saturated saline solution, dried over magnesium sulfate, and then filtered. The resultant filtrate was concentrated under a reduced pressure, and the residue was purified by silica gel column chromatography (methylene chloride/methanol=100/1) to afford tert-butyl N-methyl-[1-(2-methyl-2-oxiranylmethyl)piperidin-4-yl]carbamate (2.1 g, yield 86%) as a light yellow oily material.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07262212B2
Source datasetuspto-grants-2007_08
ORD IDord-11e279fd709740a18a02ef871395565f
Source noteuspto-grants-2007_08