HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 3-Oxo-3-[2-(trifluoromethyl)phenyl]propanenitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | 2-Bromo-1-[2-(trifluoromethyl)phenyl]ethan-1-one | HCID 2778430 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-Oxo-3-[2-(trifluoromethyl)phenyl]propanenitrile | HCID 12630807 | 70.2% |
Reaction Steps
A solution of 26.04 g (0.40 mole) of potassium cyanide in 30 mL of water was added to a stirring solution of 27.00 g (0.10 mole) of 2-bromo-1-(2-trifluoromethyl-phenyl)-ethanone in 500 mL of ethanol. The mixture was stirred at room temperature overnight. Water and dichloromethane were added to the mixture. The mixture was then acidified with acetic acid (pH=5-6). The organic layer was separated, washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. Recrystallization of the residue with ether and hexane gave 14.97 g of 3-oxo-3(2-trifluoromethyl-phenyl)-propionitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08044213B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-f51da3a45fb04342aa0516bf04b3374c |
| Source note | uspto-grants-2011_10 |