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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 470616Generated: October 30, 2026

Potassium Carbonate → tert-Butyl 4-(cyanomethylidene)piperidine-1-carboxylate

https://huagongshe.com/reaction/470616

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantDiethyl (cyanomethyl)phosphonateHCID 75676—
Reactanttert-Butyl 4-oxopiperidine-1-carboxylateHCID 735900—
SolventTetrahydrofuranHCID 8028—
Producttert-Butyl 4-(cyanomethylidene)piperidine-1-carboxylateHCID 15326949—

Reaction Steps

A mixture of 4-oxo-piperidine-1-carboxylic acid tert-butyl ester (compound of Example 13; 13.5 g, 67 mmol), anhydrous potassium carbonate (11.22 g, 81 mmol) and cyanomethyl phosphonic acid diethylester (15.6 g, 88 mmol) in THF (70 mL) was heated at reflux for 12 h. THF was evaporated and the residue was dissolved in chloroform (2×50 mL). The resulting solution was washed with water (2×50 mL) and brine (50 mL). The organic phase obtained was dried over anhydrous sodium sulphate and concentrated to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629277B2
Source datasetuspto-grants-2014_01
ORD IDord-395f0cda274f486ebad312f96e2a7d81
Source noteuspto-grants-2014_01