HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Hydroxyphthalimide → 1-Acetyl-3,5-dimethyl Adamantane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Hydroxyphthalimide | HCID 10665 | — |
| Reactant | 1-Acetyl-3,5-dimethyl-7-adamantanol | HCID 13464074 | — |
| Product | 3,5-Dimethyl-1-adamantanol | HCID 265793 | 7% |
| Product | 1-Acetyl-3,5-dimethyl Adamantane | HCID 12113124 | 32% |
| Product | 1,3-Diacetyl-5,7-dimethyladamantane | HCID 12113141 | 2% |
| Product | 1,3-Dimethyl-4-adamantanone | HCID 12644332 | 5% |
Reaction Steps
Except that the amount of N-hydroxyphthalimide was changed to 0.6 mmol, the procedure of Example 9 was repeated to give 1-acetyl-3,5-dimethyladamantane (yield 32%, selectivity 54%), 1,3-diacetyl-5,7-dimethyladamantane (yield 2%, selectivity 3%), 1-acetyl-3,5-dimethyl-7-adamantanol (yield %, selectivity 2%), 1,3-dimethyl-5-adamantanol (yield 7%, selectivity 12%), and 1,3-dimethyl-4-adamantanone (yield 5%, selectivity 8%), at a conversion rate from 1,3-dimethyladamantane of 59%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06429314B1 |
| Source dataset | uspto-grants-2002_08 |
| ORD ID | ord-7d1ff4c668d94946a51b76cdc3322555 |
| Source note | uspto-grants-2002_08 |