HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 67299906, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Trimethylsilyl cyanide | HCID 82115 | — |
| Reactant | HCID 67299910 | HCID 67299910 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 67299906 | HCID 67299906 | 58.2% |
Reaction Steps
A solution of 5-bromo-2-methoxymethyl-pyridine-1-oxide (5.0 g, 22.7 mmol), triethylamine (12.7 ml, 91 mmol) and trimethylsilyl cyanide (9.1 ml, 68.2 mmol) in acetonitrile (10 ml) was heated in a sealed tube to 120° C. for 18 hours. After completion of the reaction, water was added to the reaction mixture and acetonitrile was removed. The crude material was extracted with ethyl acetate. The combined organic layers were washed with water and brine, dried, filtered, and evaporated. The crude product was purified by silica gel chromatography using an ethyl acetate/hexane eluent to yield 3.0 g (58%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08623866B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-c4152d288f934e238b87bab0de3af629 |
| Source note | uspto-grants-2014_01 |