HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 1-Phenoxy-2,2,6,6-tetramethylpiperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Aniline | HCID 6115 | — |
| Reactant | Tert-Butyl nitrite | HCID 10906 | — |
| Reactant | 2,2,6,6-Tetramethylpiperidin-1-ol | HCID 549976 | — |
| Catalyst | Copper fluoride | HCID 522688 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-Phenoxy-2,2,6,6-tetramethylpiperidine | HCID 13213175 | 84.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06579328B2 |
| Source dataset | uspto-grants-2003_06 |
| ORD ID | ord-cb93c460cc2d4d9098b56ddaa277a962 |
| Source note | uspto-grants-2003_06 |