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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43682Generated: October 25, 2026

Crotyl chloride → tert-Butyl 3-[(2E)-2-buten-1-yloxy]-4,4-dimethoxypiperidine-1-carboxylate

https://huagongshe.com/reaction/43682

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCrotyl chlorideHCID 11589—
ReactantSodium hydrideHCID 24758—
ReactantTert-butyl 3-hydroxy-4,4-dimethoxypiperidine-1-carboxylateHCID 11425480—
SolventDimethylformamideHCID 6228—
Producttert-Butyl 3-[(2E)-2-buten-1-yloxy]-4,4-dimethoxypiperidine-1-carboxylateHCID 6754982080.1%

Reaction Steps

The same operation as in Example (90a) was performed using tert-butyl 3-hydroxy-4,4-dimethoxypiperidine-1-carboxylate (5.2 g, 20 mmol), sodium hydride (55% content, 1.31 g, 30 mmol), crotyl chloride (3.63 g, 40 mmol) and DMF (50 mL). The residue was purified by column chromatography (elution solvent: hexane/ethyl acetate=10/1, 4/1, 2/1) to obtain 5.05 g of the title compound as a colorless oily substance (80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536197B2
Source datasetuspto-grants-2013_09
ORD IDord-2e2e4c5beff2404d84b6ef85bbffd421
Source noteuspto-grants-2013_09