Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Butanedione | HCID 650 | — |
| Reactant | N-Hydroxyphthalimide | HCID 10665 | — |
| Reactant | 1-Adamantanecarboxylic acid | HCID 13235 | — |
| Catalyst | Cobalt diacetate | HCID 6277 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 13225184 | HCID 13225184 | 46% |
| Product | HCID 18463112 | HCID 18463112 | 24% |
Reaction Steps
A mixture of 3 mmol of 1-carboxyadamantane, 18 mmol of biacetyl, 0.3 mmol of N-hydroxyphthalimide, 0.015 mmol of cobalt (II) acetate, and 3 ml of acetic acid was stirred at 75° C. under an oxygen atmosphere (1 atm) for 6 hours. Gas chromatographic analysis of products in the reaction mixture demonstrated that 1-carboxyadamantane was converted, at a rate of 92%, to 1-acetyl-3-carboxyadamantane (yield 46%), and 1-acetyl-3-carboxy-5-adamantanol (yield 24%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06429314B1 |
|---|
| Source dataset | uspto-grants-2002_08 |
|---|
| ORD ID | ord-94515756bd5b43ca9e1678893da992bf |
|---|
| Source note | uspto-grants-2002_08 |
|---|
