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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1425171Generated: October 25, 2026

Sodium hydride → tert-Butyl 3-(2-fluoroethoxy)-4,4-dimethoxypiperidine-1-carboxylate

https://huagongshe.com/reaction/1425171

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Fluoroethyl p-ToluenesulfonateHCID 256019—
ReactantTert-butyl 3-hydroxy-4,4-dimethoxypiperidine-1-carboxylateHCID 11425480—
SolventDimethylformamideHCID 6228—
Producttert-Butyl 3-(2-fluoroethoxy)-4,4-dimethoxypiperidine-1-carboxylateHCID 8664864097.7%

Reaction Steps

The same operation as in Example (90a) was performed using tert-butyl 3-hydroxy-4,4-dimethoxypiperidine-1-carboxylate (6.2 g, 23.7 mmol), sodium hydride (55% content, 1.57 g, 36 mmol), 2-fluoroethyl p-toluenesulfonate (7.85 g, 46 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 7.12 g of the title compound as a colorless oily substance (98%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927588B2
Source datasetuspto-grants-2015_01
ORD IDord-d3a3d02510d84020b06628e8b1446e34
Source noteuspto-grants-2015_01