Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Butanedione | HCID 650 | — |
| Reactant | N-Hydroxyphthalimide | HCID 10665 | — |
| Reactant | HCID 178420443 | HCID 178420443 | — |
| Catalyst | Cobalt diacetate | HCID 6277 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | Cyclodecane-1,6-dione | HCID 266998 | 10% |
| Product | HCID 178465753 | HCID 178465753 | 24% |
| Product | HCID 178514847 | HCID 178514847 | 4% |
Reaction Steps
A mixture of 3 mmol of cis-decalin, 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 8 hours. Products in the reaction mixture were found, by gas chromatographic analysis, to be 4a-acetyl-cis-decalin (yield 24%), 4a-hydroxy-cis-decalin (yield 4%), 4a,8a-dihydroxy-is-decalin (yield 22%), and 1,6-cyclodecanedione (yield 10%), at a conversion rate from cis-decalin of 67%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06429314B1 |
|---|
| Source dataset | uspto-grants-2002_08 |
|---|
| ORD ID | ord-3f42fbdb2c8b46adb4b63d159204fcdf |
|---|
| Source note | uspto-grants-2002_08 |
|---|
