HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylsilylacetylene → 4-Ethynyl-4'-propylbicyclohexyl-4-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylsilylacetylene | HCID 66111 | — |
| Reactant | [1,1'-Bicyclohexyl]-4-one,4'-propyl-, | HCID 4354185 | — |
| Reactant | Tetrabutylammonium Fluoride Trihydrate | HCID 11726816 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Ethynyl-4'-propylbicyclohexyl-4-ol | HCID 18364504 | — |
Reaction Steps
24.32 ml of (trimethylsilyl)acetylene are added dropwise at −30° C. to a solution of 30.0 g of 4′-propylbicyclohexyl-4-one and 3.41 g of tetrabutylammonium fluoride trihydrate in 300 ml of THF. The cooling bath is removed after 5 minutes, and the reaction mixture is stirred at RT for 2 hours. A suspension of 39.2 g of potassium fluoride in methanol is subsequently added, and the mixture is stirred at RT for 3 days. Conventional work-up gives 4-ethynyl-4′-propylbicyclohexyl-4-ol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06303194B1 |
| Source dataset | uspto-grants-2001_10 |
| ORD ID | ord-7c791d3d5c9643b3b52af18291260b8a |
| Source note | uspto-grants-2001_10 |