HuagongsheHuagongshe Chemistry Print Report · For research reference only
Adamantane → 1-Nitroadamantane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Adamantane | HCID 9238 | — |
| Reactant | N-Hydroxyphthalimide | HCID 10665 | — |
| Reactant | Nitric Oxide | HCID 145068 | — |
| Reactant | Nitrogen Dioxide | HCID 178526396 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Benzonitrile | HCID 7505 | — |
| Product | 1-Adamantanol | HCID 64152 | 6% |
| Product | 1-Nitroadamantane | HCID 64165 | 68% |
Reaction Steps
Into a flask, 1 mmole of adamantane, 0.1 mmole of N-hydroxyphthalimide, 2 ml of nitrogen dioxide (N2O), 6 ml of benzonitrile (6 ml) and 1.2 ml of acetic acid were added and stirred for 12 hours at 60° C. in an atmosphere of nitrogen monoxide (NO). The reaction products were analyzed by gas chromatography, and, as a result, the conversion of adamantane was 98%, nitroadamantane (yield 68%), adamantanol (yield 6%) and acetyloxyadamantane (yield 4%) were formed.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06468487B1 |
| Source dataset | uspto-grants-2002_10 |
| ORD ID | ord-21b5cc6f392b455aa5422c0c24119d5f |
| Source note | uspto-grants-2002_10 |