HuagongsheHuagongshe Chemistry Print Report · For research reference only
Butanedione → HCID 178465753, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Butanedione | HCID 650 | — |
| Reactant | Oxygen | HCID 977 | — |
| 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 178514846 | HCID 178514846 | 22% |
| 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. in an oxygen atmosphere (1 atm) for 8 hours. A gas chromatographic analysis of products in a reaction mixture found that 4a-acetyl-cis-decalin (yield: 24%), 4a-hydroxy-cis-decalin (yield: 4%), 4a,8a-dihydroxy-cis-decalin (yield: 22%), 1,6-cyclodecanedione (yield: 10%), and 4a-acetyl-8a-hydroxy-cis-decalin (yield: 5%) were formed with a conversion rate from cis-decalin of 67%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06576787B1 |
| Source dataset | uspto-grants-2003_06 |
| ORD ID | ord-b600fc714c684b53a0f50d71f748aafa |
| Source note | uspto-grants-2003_06 |