HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-Acetyl-5-(trifluoromethyl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 3-cyano-N-methoxy-N-methyl-5-(trifluoromethyl)benzamide | HCID 86628433 | — |
| Reactant | HCID 178418573 | HCID 178418573 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Acetyl-5-(trifluoromethyl)benzonitrile | HCID 67390747 | 103.3% |
Reaction Steps
A solution of 3-cyano-N-methoxy-N-methyl-5-(trifluoromethyl)benzamide (196 mg, 0.76 mmol) in anhydrous tetrahydrofuran (2 mL) was added with methylmagnesium bromide (0.96 M solution in ether, 0.95 mL, 0.91 mmol) with stirring on an ice bath, and the mixture was stirred at room temperature for 15 minutes. The reaction mixture was added with 1 M hydrochloric acid, and the mixture was extracted with ethyl acetate. Then, the organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure to obtain 3-acetyl-5-(trifluoromethyl)benzonitrile (167.4 mg, 100%) as pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08012989B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-ae4bb7185c7042d987067915f8d89488 |
| Source note | uspto-grants-2011_09 |