Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1425163Generated: October 26, 2026

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

https://huagongshe.com/reaction/1425163

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2,2-Difluoroethyl (4-methylphenyl)sulphonateHCID 2782312—
ReactantTert-butyl 3-hydroxy-4,4-dimethoxypiperidine-1-carboxylateHCID 11425480—
SolventDimethylformamideHCID 6228—
Producttert-Butyl 3-(2,2-difluoroethoxy)-4,4-dimethoxypiperidine-1-carboxylateHCID 8664863084.7%

Reaction Steps

The same operation as in Example (90a) was performed using tert-butyl 3-hydroxy-4,4-dimethoxypiperidine-1-carboxylate (4.6 g, 17.6 mmol), sodium hydride (55% content, 1 g, 22.9 mmol), 2,2-difluoroethyl p-toluenesulfonate (5 g, 21.6 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 4.85 g of the title compound as a colorless oily substance (85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927588B2
Source datasetuspto-grants-2015_01
ORD IDord-8ba3cbcef61d477db11972c009463484
Source noteuspto-grants-2015_01