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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1694909Generated: October 31, 2026

Triethylamine → 1-(2-Methoxymethoxyphenyl)-5,5-dimethylpiperazin-2-one

https://huagongshe.com/reaction/1694909

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTrimethylsilyl iodideHCID 85247—
ReactantSodium BicarbonateHCID 516892—
Reactant2,2-Dimethyl-4-(2-methoxymethoxyphenyl)-5-oxopiperazine-1-carboxylic acid t-butyl esterHCID 66645788—
SolventDichloromethaneHCID 6344—
Product1-(2-Methoxymethoxyphenyl)-5,5-dimethylpiperazin-2-oneHCID 6664565686%

Reaction Conditions

Temperature0 °C

Reaction Steps

0.58 ml of triethylamine (4.10 mmol) and 0.3 ml of iodotrimethylsilane (2.05 mmol) were added to a solution of 497 mg of 4-(2-methoxymethoxyphenyl)-2,2-dimethyl-5-oxopiperazine-1-carboxylic acid t-butyl ester obtained in the above reaction (1.36 mmol) in methylene chloride (14 ml), and the mixture was stirred at 0° C. for 30 minutes. A saturated sodium bicarbonate aqueous solution was added to the reaction mixture, followed by extraction with methylene chloride. Then, the organic layer was washed with brine and dried over anhydrous sodium sulfate. After filtration, the solvent was evaporated under reduced pressure, and the residue was purified by basic silica gel (NH type) column chromatography (elution solvent: methylene chloride/methanol=20/1) to obtain 310 mg of the title compound (yield: 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158790B2
Source datasetuspto-grants-2012_04
ORD IDord-1b03f9290ad44042a6756f342d4d537d
Source noteuspto-grants-2012_04