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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1369340Generated: October 29, 2026

Pyridine → 1-Phenoxy-2,2,6,6-tetramethylpiperidine

https://huagongshe.com/reaction/1369340

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantAnilineHCID 6115—
ReactantTert-Butyl nitriteHCID 10906—
Reactant2,2,6,6-Tetramethylpiperidin-1-olHCID 549976—
CatalystCopper fluorideHCID 522688—
SolventAcetonitrileHCID 6342—
Product1-Phenoxy-2,2,6,6-tetramethylpiperidineHCID 1321317584.5%

Reaction Steps

The process of Example 1 is repeated using 3.9 g (25 mmol) of 1-oxyl-2,2,6,6-tetramethylpiperidine, 7.84 g (76 mmol) of tert-butyl nitrite, 25 mg (0.25 mmol) of copper(II) fluoride in a mixture of 100 mL of acetonitrile/20 mL of pyridine and 4.65 g (50 mmol) of aniline in 10 mL of acetonitrile at 70° C. The crude product obtained is purified by vacuum flash chromatography (heptane) to give 4.9 g of the title compound as a colorless oil in 84.5% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06579328B2
Source datasetuspto-grants-2003_06
ORD IDord-cb93c460cc2d4d9098b56ddaa277a962
Source noteuspto-grants-2003_06