HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 6,10,14-Trimethylpentadeca-6,9,13-trien-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | 3,7,11-Trimethyl-4-(prop-1-EN-2-YL)dodeca-1,6,10-trien-3-OL | HCID 54050253 | — |
| Product | 6,10,14-Trimethylpentadeca-6,9,13-trien-2-one | HCID 53920285 | 73% |
Reaction Conditions
| Temperature | 190 °C |
|---|
Reaction Steps
In a nitrogen atmosphere, a mixture of 500 g of 4-isopropenyl-3,7,11-trimethyl-1,6,10-dodecatrien-3-ol (purity 89.61%) and 500 g of N-methylpyrrolidone was heated at 190° C. for 4 hours. The reaction mixture was cooled, poured into a container of water and the resulting aqueous solution was extracted with ether. The ethereal layer was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulphate. The ethereal extract was distilled under reduced pressure to remove the ether and low-boiling fractions, and the residue was distilled in vacuo to obtain 6,10,14-trimethyl-6,9,13-pentadecatrien-2-one (yield 73%) as a distillate at bp. 121-123° C. / 0.17 mm Hg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04222963 |
| Source dataset | uspto-grants-1980_09 |
| ORD ID | ord-244e19d84405457a9d6966c4eaf816ff |
| Source note | uspto-grants-1980_09 |