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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 976141Generated: October 29, 2026

Diisopropylethylamine → 4-[3-(1-t-Butoxycarbonylpiperidin-4-yl)propenoyl]nitrobenzene

https://huagongshe.com/reaction/976141

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantLithium ChlorideHCID 433294—
Reactanttert-Butyl 4-formylpiperidine-1-carboxylateHCID 1514430—
ReactantDiethyl [2-(4-nitrophenyl)-2-oxoethyl]phosphonateHCID 11808775—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Product4-[3-(1-t-Butoxycarbonylpiperidin-4-yl)propenoyl]nitrobenzeneHCID 5699333173.6%

Reaction Steps

0.28 g of lithium chloride, 0.85 g of diisopropylethylamine and 2.13 g of 4-formyl-l-t-butoxycarbonylpiperidine were added to 2.0 g of diethyl (4-nitrobenzoylmethyl)phosphonate dissolved in 20 ml of acetonitrile, and the mixture was stirred at room temperature for about 3 days. Then, water was added to the reaction mixture, and the mixture was extracted with toluene. The extract was dried over anhydrous sodium sulfate and condensed. The obtained residue was applied to silica gel column chromatography to obtain 1.76 g of the title compound as pale yellow crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05610303
Source datasetuspto-grants-1997_03
ORD IDord-9f7d2904910a4743b4b55aecdf81432b
Source noteuspto-grants-1997_03