HuagongsheHuagongshe Chemistry Print Report · For research reference only
Butanedione → 1-Acetyl-3,5-dimethyl Adamantane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Butanedione | HCID 650 | — |
| Reactant | N-Hydroxyphthalimide | HCID 10665 | — |
| Reactant | 1,3-Dimethyladamantane | HCID 12800 | — |
| Reactant | 1,3-Diacetyl-5,7-dimethyladamantane | HCID 12113141 | — |
| Reactant | 1-Acetyl-3,5-dimethyl-7-adamantanol | HCID 13464074 | — |
| Catalyst | Cobalt diacetate | HCID 6277 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 3,5-Dimethyl-1-adamantanol | HCID 265793 | 7% |
| Product | 1-Acetyl-3,5-dimethyl Adamantane | HCID 12113124 | 19% |
| Product | 1,3-Dimethyl-4-adamantanone | HCID 12644332 | 3% |
Reaction Steps
The procedure of Example 7 was repeated, except that a mixture further comprising 0.3 mmol of N-hydroxyphthalimide in addition to the 1,3-dimethyladamantane, biacetyl, cobalt(II) acetate, and acetic acid was subjected to the reaction. As a result, 1-acetyl-3,5-dimethyladamantane (yield 19%, selectivity 53%), 1,3-diacetyl-5,7-dimethyladamantane (trace), 1-acetyl-3,5-dimethyl-7-adamantanol (trace), 1,3-dimethyl-5-adamantanol (yield 7%, selectivity 19%), and 1,3-dimethyl-4-adamantanone (yield 3%, selectivity 8%) were formed, at a conversion rate from 1,3-dimethyladamantane of 36%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06429314B1 |
| Source dataset | uspto-grants-2002_08 |
| ORD ID | ord-7dc3b844d7944b67a5ce8404f73c1435 |
| Source note | uspto-grants-2002_08 |