HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 4-(4-Chlorophenyl)cyclohexan-1-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | [4-(4-Chloro-phenyl)-cyclohexyl]-carbamic acid tert-butyl ester | HCID 67080532 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(4-Chlorophenyl)cyclohexan-1-amine | HCID 3715440 | 72.2% |
Reaction Steps
To a solution of tert-butyl 4-(4-chlorophenyl)cyclohexylcarbamate (0.760 g, 2.45 mmol) in dichloromethane (5 ml) was added trifluoroacetic acid (5 ml), and the reaction was stirred at ambient temperature for 2 hours. The reaction was concentrated, taken up in water, and 1M NaOH was added until the pH was >13. The aqueous layer was extracted twice with dichloromethane, and the combined organic layers were dried over anhydrous sodium sulfate, filtered, and concentrated to yield 371 mg of the title compound (72.1% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09096567B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-bfde968e70cc45ba930d022250e78d21 |
| Source note | uspto-grants-2015_08 |