HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Cyclohexanone, 3,3-dimethyl-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | 3-Methyl-2-cyclohexen-1-one | HCID 14511 | — |
| Reactant | Trimethylaluminum | HCID 16682925 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | Cyclohexanone, 3,3-dimethyl- | HCID 76322 | 97% |
Reaction Steps
1.1 g (10 mmol) of 3-methyl-cyclohex-2-en-1-one and 28 mg (0.2 mmol) of CuBr are introduced into 15 ml of THF. 11 ml (11 mmol) of a 10% trimethylaluminum solution in hexane and 2.16 g (20 mmol) of trimethylsilyl chloride are added at 0° C. and stirred for 3 hours at room temperature. It is hydrolyzed with 10 ml of 1N hydrochloric acid, extracted with ethyl acetate, and the solvent is evaporated. 1.21 g (97% of theory) of 3,3-dimethylcyclohexanone is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05908945 |
| Source dataset | uspto-grants-1999_06 |
| ORD ID | ord-90562b32c69546c8b59b87c6da779f44 |
| Source note | uspto-grants-1999_06 |