HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanone, 1-(2,6,6-trimethyl-3-cyclohexen-1-yl)- → Ethanone, 1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanone, 1-(2,6,6-trimethyl-3-cyclohexen-1-yl)- | HCID 117287 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Tetraethylene glycol monomethyl ether | HCID 90263 | — |
| Product | Ethanone, 1-(2,6,6-trimethyl-3-cyclohexen-1-yl)- | HCID 117287 | — |
| Product | Trans-4-Acetyl-3,5,5-Trimethylcyclohexene | HCID 54437493 | — |
Reaction Steps
In a 500-ml four-necked flask equipped with a thermometer, a condenser and a stirrer, placed were 2,6,6-trimethyl-3-cyclohexenyl methyl ketone (100 g) synthesized in Referential Example 1, tetraethyleneglycol monomethyl ether (150 ml), potassium t-butoxide (25 g) and tetra-n-butylammonium bromide (2 g). Under stirring, they were reacted at 175° C. for 4 hours. The reaction mixture at this time was sampled and analyzed by gas chromatography, resulting in that the content of trans-2,6,6-trimethyl-3-cyclohexenyl methyl ketone (1a′) was 12%, while those of 2,6,6-trimethyl-2-cyclohexenyl methyl ketone (1b) and 2,6,6-trimethyl-1-cyclohexenyl methyl ketone (1c) produced by the above reaction were 61% and 27%, respectively.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06822121B2 |
| Source dataset | uspto-grants-2004_11 |
| ORD ID | ord-003a52ccc16e4300a266f82c260a3dab |
| Source note | uspto-grants-2004_11 |