HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylsilyl cyanide → 3,3,3-Trifluoro-2-(4-methoxybenzylamino)-2-methyl propanenitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylsilyl cyanide | HCID 82115 | — |
| Reactant | Magnesium Bromide | HCID 82241 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1-(4-methoxyphenyl)-N-(1,1,1-trifluoropropan-2-ylidene)methanamine | HCID 86657670 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3,3,3-Trifluoro-2-(4-methoxybenzylamino)-2-methyl propanenitrile | HCID 86657671 | — |
Reaction Steps
To a cooled (0° C.) solution of 1-(4-methoxyphenyl)-N-(1,1,1-trifluoropropan-2-ylidene)methanamine (4.41 g, 19.07 mmol) in DCM (100 ml) was added cyanotrimethylsilane (2.84 g, 28.6 mmol) and magnesium bromide. The mixture was stirred at RT for 90 h and then diluted with sat. NaHCO3 (200 ml). After stirring at RT for 1 h, the organic phase was separated, washed with a further portion of sat. NaHCO3 (100 ml), dried over MgSO4 and concentrated in vacuo to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08476269B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-93043912563d44eb97ae1cff70cfdf88 |
| Source note | uspto-grants-2013_07 |