HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrabutylammonium Fluoride → 5-Ethynyl-2-methylpyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 2-Methyl-5-((trimethylsilyl)ethynyl)pyridine | HCID 15553763 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-Ethynyl-2-methylpyridine | HCID 638197 | 74.5% |
Reaction Steps
A mixture of 654 mg (3.45 mmol) of 2-methyl-5-trimethylsilanylethynyl-pyridine and 8 mL of 1 M TBAF in THF was stirred for 2 h. The mixture was concentrated and chromatographed (10–50% EtOAc in hexanes) to provide 301 mg of 2-methyl-5-ethynyl pyridine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07214802B2 |
| Source dataset | uspto-grants-2007_05 |
| ORD ID | ord-f5472f44ce6f4240b4944b6597958782 |
| Source note | uspto-grants-2007_05 |