HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tert-Butyl nitrite → 1-(2,4-Dibromophenoxy)-2,2,6,6-tetramethylpiperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tert-Butyl nitrite | HCID 10906 | — |
| Reactant | 2,4-Dibromoaniline | HCID 12004 | — |
| Reactant | 2,2,6,6-Tetramethylpiperidin-1-ol | HCID 549976 | — |
| Catalyst | Copper fluoride | HCID 522688 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 1-(2,4-Dibromophenoxy)-2,2,6,6-tetramethylpiperidine | HCID 12084301 | 68.5% |
Reaction Steps
The procedure of Example 1 is repeated using 1.95 g (12.5 mmol) of 1-oxyl-2,2,6,6-tetramethylpiperidine, 3.92 g (38 mmol) of tert-butyl nitrite, 12.5 mg (0.125 mmol) of copper(II) fluoride, 120 mL of pyridine and 6.30 g (25 mmol) of 2,4-dibromoaniline at 70° C. The crude product obtained is purified by vacuum flash chromatography (heptane) to give 3.34 g of the title compound as a light yellow oil in 68.5% yield. The structure is confirmed by 1Hnmr analysis.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06579328B2 |
| Source dataset | uspto-grants-2003_06 |
| ORD ID | ord-de3e3094b4734f06967ad48ff1add896 |
| Source note | uspto-grants-2003_06 |