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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2261403Generated: November 3, 2026

Triethylsilane → 3-(2-Oxo-1,2,5,6-tetrahydro-pyridin-3-yl)-propionic acid methyl ester

https://huagongshe.com/reaction/2261403

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylsilaneHCID 12052—
ReactantHCID 16720333HCID 16720333—
SolventTrifluoroacetic acidHCID 6422—
Product3-(2-Oxo-1,2,5,6-tetrahydro-pyridin-3-yl)-propionic acid methyl esterHCID 1672033574%

Reaction Conditions

Temperature80 °C

Reaction Steps

310 mg of 3-[1-(2,4-dimethoxybenzyl)-2-oxo-1,2,5,6-tetrahydro-pyridin-3-yl]-propionic acid methyl ester (d) (0.93 mmol) was dissolved in 3 ml of trifluoroacetic acid solution. Then 0.22 ml of triethyl silane (1.395 mmol) was added thereto and the mixture was heated for 20 min at 80° C. The solvent was removed in vacuo and the remaining residue was diluted in 20 ml of chloroform. The organic layer was washed with 5 ml of sat. NaHCO3 solution and 5 ml of sat. NaCl solution. Then the organic layer was dried over anhydrous MgSO4, filtered and concentrated in vacuo. The resulting compound was purified by column chromatography on Silica gel with EtOAc solvent as an eluant to give 126 mg (yield: 55%) of the title compound (f).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07846963B2
Source datasetuspto-grants-2010_12
ORD IDord-1b74a4fa4c0c463da5bc8c5308868b1b
Source noteuspto-grants-2010_12