HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 6,10-Dimethylundecan-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 4-Isopropenyl-3,7-dimethyl-6-octen-1-yn-3-ol | HCID 13582429 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Catalyst | Silver(I) trifluoromethanesulfonate | HCID 76223 | — |
| Product | 6,10-Dimethylundecan-2-one | HCID 95495 | — |
Reaction Steps
4-Isopropenyl-3,7-dimethyl-6-octen-1-yn-3-ol (0.960 g; 5.10-3 mole) is kept at a temperature in the region of 40° C. and protected from light, in the presence of silver trifluoromethanesulphonate (1.285 g; 5.10-3 mole) in a mixture (50 cc) of tetrahydrofuran and water (3:1 by volume). After the reaction mixture has reacted for 20 hours and has been treated under the conditions of Example 1, the raw product obtained is hydrogenated in the presence of palladium on charcoal (5% in hexane). After chromatography on a silica column under reduced pressure with elution with a mixture of ether and petroleum-ether (3:7 by volume), 6,10-dimethylundecan-2-one (0.792 g) is obtained, having the following characteristics:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04556742 |
| Source dataset | uspto-grants-1985_12 |
| ORD ID | ord-2bb160207204494fb94d884b6d086b00 |
| Source note | uspto-grants-1985_12 |