Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | p-Menth-4(8)-en-3-one | HCID 6988 | — |
| Reactant | Trimethylaluminum | HCID 16682925 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 228327 | HCID 228327 | 70% |
Reaction Steps
28.5 ml (33 mmol) of trimethyl aluminum as 10% solution in toluene is instilled in 4.56 g (30 mmol) of 2-isopropylidene-5-methyl-cyclohexan-1-one (pulegon) and 214.5 mg (1.5 mmol) of CuBr in 30 ml of ethyl acetate. The reaction solution is stirred 1 hour more at 25° C. 2 ml of water is carefully added for hydrolysis and stirred for 15 minutes more. The inorganic solid is suctioned off, washed again with ethyl acetate and the solution is concentrated by evaporation in a vacuum. Distillation of the crude product at 120° C./6 torr yields 3.4 g of 2-tert-butyl-5-methyl-cyclohexanone (70% of theory) as isomer mixture.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05908944 |
|---|
| Source dataset | uspto-grants-1999_06 |
|---|
| ORD ID | ord-a07f207bd1ca44b29ba763f4866d37d5 |
|---|
| Source note | uspto-grants-1999_06 |
|---|