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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1199801Generated: October 27, 2026

Methyl iodide → trans-3-Ethoxycarbonyl-4-(4'-fluorophenyl)-1-methylpiperidine-2,6-dione

https://huagongshe.com/reaction/1199801

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant(+/-)-trans-3-Ethoxycarbonyl-4(4'-fluorophenyl)piperidin-2,6-dioneHCID 11391819—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Producttrans-3-Ethoxycarbonyl-4-(4'-fluorophenyl)-1-methylpiperidine-2,6-dioneHCID 15405466—

Reaction Steps

A solution of compound E1 (±)-trans-3-ethoxycarbonyl-4(4'-fluorophenyl)piperidin-2,6-dione (1.0 g) in anhydrous dimethylformamide was stirred and cooled to about 0° and methyl iodide (0.67 g) and anhydrous potassium carbonate (0.51 g) added. The mixture was stirred at 0°-2° for 7.5 hours, after which it was diluted with water and extracted with ethyl acetate (100 ml). The extract was washed with water, brine and dried over anhydrous sodium sulphate. Evaporation gave the title compound as a pale yellow oil, ca. 90% pure by n.m.r. spectroscopy.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04902801
Source datasetuspto-grants-1990_02
ORD IDord-7465470b030a4a4aa9f618715b231ddb
Source noteuspto-grants-1990_02