HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrabutylammonium Fluoride → 2-Ethynylbicyclo(2.2.1)heptan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 2-((Trimethylsilyl)ethynyl)bicyclo[2.2.1]heptan-2-ol | HCID 70074612 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Ethynylbicyclo(2.2.1)heptan-2-ol | HCID 14309813 | — |
Reaction Steps
2-((trimethylsilyl)ethynyl)bicyclo[2.2.1]heptan-2-ol (700 mg, 5.1 mmol) was dissolved in THF (25 mL) and treated with TBAF (2.7 g, 10.2 mmol) at 0° C. for 30 min. Purification by gel chromatography afforded the title compound; 1H NMR (400 MHz, DMSO) delta 1.15-1.44 (m, 4H), 1.64-1.67 (m, 1H), 1.88-1.93 (m, 2H), 2.07-2.22 (m, 3H), 3.25 (s, 1H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08901313B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-0279d084c2aa49e9809c98ecef08f078 |
| Source note | uspto-grants-2014_12 |