Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 604211Generated: November 1, 2026

Citric Acid → HCID 86626522, compound

https://huagongshe.com/reaction/604211

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantIodoethaneHCID 6340—
ReactantSodium hydrideHCID 24758—
ReactantHCID 86626521HCID 86626521—
SolventDimethylformamideHCID 6228—
ProductHCID 86626522HCID 86626522—

Reaction Steps

Ethyl [4-(tert-butoxycarbonylamino-methyl)-piperidin-1-yl]-acetate (1.86 g) is dissolved in N,N-dimethylformamide (10 ml), and thereto are added sodium hydride (63%) (1.19 g) and ethyl iodide (6.0 ml), and the mixture is stirred at room temperature for 2 hours. The reaction mixture is made weak basic with a 10% aqueous citric acid solution and a saturated aqueous sodium bicarbonate solution, and extracted with ethyl acetate, and the organic layer is washed with a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (hexane:ethyl acetate=2:1) to give ethyl {4-[(tert-butoxycarbonyl-ethyl-amino)-methyl]-piperidine-1-yl}-acetate (905 mg). MS (m/z): 329 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07906517B2
Source datasetuspto-grants-2011_03
ORD IDord-905ed235d4c54992a3d86d76743840cc
Source noteuspto-grants-2011_03