HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (4-Amino-3-methylphenyl)acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | tert-butyl N-[4-(cyanomethyl)-2-methylphenyl]carbamate | HCID 53943733 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (4-Amino-3-methylphenyl)acetonitrile | HCID 18621900 | 70% |
Reaction Steps
The compound (1.16 g) obtained in Example 520 was dissolved in methylene chloride (15 ml); to the solution, trifluoroacetic acid (4 ml) was added and the mixture was stirred at room temperature for 1 h. A saturated aqueous sodium bicarbonate solution was added to the reaction mixture, which was extracted with methylene chloride. The organic layer was dried with anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent, n-hexane:ethyl acetate=3:1) to give 480.5 mg of the titled compound (yield, 70%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06534546B1 |
| Source dataset | uspto-grants-2003_03 |
| ORD ID | ord-e5029b433c0e4aa3b10065e27930ceab |
| Source note | uspto-grants-2003_03 |