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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412600Generated: October 29, 2026

Water → 1-(1,1-Dimethylethyl) 4-ethyl 4-(2-iodoethyl)-1,4-piperidinedicarboxylate

https://huagongshe.com/reaction/412600

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium IodideHCID 5238—
ReactantHCID 86590724HCID 86590724—
SolventDimethylformamideHCID 6228—
Product1-(1,1-Dimethylethyl) 4-ethyl 4-(2-iodoethyl)-1,4-piperidinedicarboxylateHCID 6006416439.9%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 4-ethoxycarbonyl-4-(2-methanesulfonyloxyethyl)-piperidine-1-carboxylic acid tert-butyl ester (2.38 g) in dimethylformamide (24 ml) was added sodium iodide (4.77 g), and the mixture was stirred at 70° C. for 7 hours. After completion of the reaction, water was added and the mixture was extracted with ethyl acetate and washed with water. The organic layer was dried over anhydrous magnesium sulfate and the solvent was evaporated. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1) and dried under reduced pressure to give the title compound (1.03 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06562828B1
Source datasetuspto-grants-2003_05
ORD IDord-6a8b106ddbf2447391fec2b6fd398e4d
Source noteuspto-grants-2003_05