Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Bis(2,6-diisopropylphenyl)carbodiimide | HCID 75100 | — |
| Reactant | Tempol | HCID 137994 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Product | HCID 58526172 | HCID 58526172 | — |
Reaction Steps
4-Hydroxy-2,2,6,6-tetramethylpiperidine-N-oxyl (5.16 g, 30 mmol) is dissolved in THF (40 ml) and hydrogenated in the presence of 0.08 g Pt (5% on carbon) catalyst using 4 bar hydrogen pressure. The hydrogen uptake stops after approximately one hour. The reaction mixture is then filtered and mixed with the solution of bis(2,6-diisopropylphenyl)carbodiimide (3.8 g, 10.5 mmol) in THF (30 ml). The solution is heated under argon at 55° C. for 6 hours, concentrated, the residue dissolved in dichloromethane (70 ml), washed with water (2×20 ml) and concentrated again. The residue is recrystallized from dichloromethane-ethyl acetate to afford 3.28 g of the title compound as a colorless solid, mp. 174-176° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08669398B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-d6f17597e87a4c0bb390e988fbde37f6 |
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| Source note | uspto-grants-2014_03 |
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