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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 515311Generated: October 30, 2026

Tetrahydrofuran → Tert-butyl 4-(3-chloro-4-nitrobenzylidene)piperidine-1-carboxylate

https://huagongshe.com/reaction/515311

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium hydrideHCID 24758—
Reactanttert-Butyl 4-oxopiperidine-1-carboxylateHCID 735900—
ReactantDiethyl 3-chloro-4-nitrobenzylphosphonateHCID 86654007—
SolventWaterHCID 962—
ProductTert-butyl 4-(3-chloro-4-nitrobenzylidene)piperidine-1-carboxylateHCID 6719282386%

Reaction Steps

Diethyl 3-chloro-4-nitrobenzylphosphonate (2.80 mmol, 0.86 g), tert-butyl 4-oxopiperidine-1-carboxylate (2.80 mmol, 0.557 g) and tetrahydrofuran (4.89 mL) were stirred and sodium hydride (4.19 mmol, 0.168 g) was added. The reaction was stirred overnight at room temperature. Water was added and the reaction extracted with dichloromethane. The organic phase was dried over sodium sulfate and concentrated under vacuum to afford the intermediate tert-butyl 4-(3-chloro-4-nitrobenzylidene)-piperidine-1-carboxylate (0.85 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108939B2
Source datasetuspto-grants-2015_08
ORD IDord-ed03faf0f4fb4c888892eeb605cb7660
Source noteuspto-grants-2015_08