HuagongsheHuagongshe Chemistry Print Report · For research reference only
Malononitrile → 2,2-Bis-(2,2,2-trifluoro-ethyl)-malononitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Malononitrile | HCID 8010 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1,1,1-Trifluoro-3-iodopropane | HCID 156165 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2,2-Bis-(2,2,2-trifluoro-ethyl)-malononitrile | HCID 86625410 | 16.4% |
Reaction Steps
Malononitril (20.15 mmol) and 1-iodo-3,3,3-trifluoropropane (42.65 mmol) were dissolved in 30 ml dry THF, and the mixture was cooled with an ice/salt bath. 1.61 g NaH (40.3 mmol) was added portionwise, keeping the temperature below 5° C. The reaction mixture was stirred at room temperature for 2 hours and evaporated under reduced pressure. The crude material was purified by flash chromatography eluting with DCM, yielding 0.76 grams of an oil. 1H NMR (400 MHz, CDCl3) δ 2.62-2.49 (m, 4H), 2.31-2.24 (m, 4H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07728018B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-a23d62bb03b44b8aa4bbb58712329041 |
| Source note | uspto-grants-2010_06 |