HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Difluoro-3-nitrobenzene → N-Nitropiperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Difluoro-3-nitrobenzene | HCID 81335 | — |
| Reactant | (3R)-3-Aminopiperidine, 3-BOC protected | HCID 1514172 | — |
| Catalyst | Diisopropylethylamine | HCID 81531 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N-Nitropiperidine | HCID 23506 | 189,532% |
Reaction Steps
A mixture of 1,2-difluoro-3-nitrobenzene (2.38 g, 0.015 mmol), (R)-tert-butyl piperidin-3-ylcarbamate (3.0 g, 0.015 mmol) and N,N-diisopropylethylamine (5.2 ml, 0.030 mmol) was heated in acetonitrile (20 mL) at 80° C. overnight. The solvents were removed in vacuo, and chromatographic purification (ethyl acetate-hexanes) of the residue gave a nitropiperidine as orange oil (3.7 g, 72%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08623857B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-04ddb2a1b1ad4d77940e5cb2a783b53f |
| Source note | uspto-grants-2014_01 |