HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-(3,3-Dimethylcyclohexyl)ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Chloro-2-methyl-1-propene | HCID 11241 | — |
| Reactant | 1-(3,3-Dimethylcyclohexyl)ethanone | HCID 91388 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-(3,3-Dimethylcyclohexyl)ethanone | HCID 91388 | — |
| Product | 1-Acetyl-3,3-dimethyl-1-(2-methyl-2-propenyl)cyclohexane | HCID 20384605 | — |
| Product | 3,3-Dimethyl-1-(4-methyl-4-pentenoyl)cyclohexane | HCID 20384606 | — |
Reaction Steps
A mixture of 1-acetyl-3,3-dimethylcyclohexane (156 grams, 1 mole) sodium hydroxide (60 grams, 1.5 moles), methallyl chloride (135 grams, 1.5 moles) and triethylamine (10 grams) is stirred and heated at 80°-84° C. for 12 hours. The reaction mass is cooled to room temperature. Water is added with stirring, and the aqueous layer is discarded. The organoc layer is distilled to afford 1-acetyl-3,3-dimethylcyclohexane (62.4 gm), 1-acetyl-3,3-dimethyl-1-(2-methyl-2-propenyl)cyclohexane (80 gm), (NMR spectrum, FIG. 1; IR spectrum, FIG. 2), and 3,3-dimethyl-1-(4-methyl-4-pentenoyl)cyclohexane (8 gm).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04175569 |
| Source dataset | uspto-grants-1979_11 |
| ORD ID | ord-0f5ca3948f9047739cd0fa00c21693b7 |
| Source note | uspto-grants-1979_11 |