HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Chloroaniline → N-(4-chlorophenyl)piperidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Chloroaniline | HCID 7812 | — |
| Reactant | tert-Butyl 4-oxopiperidine-1-carboxylate | HCID 735900 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | N-(4-chlorophenyl)piperidin-4-amine | HCID 7183033 | — |
Reaction Steps
Was synthesised in the same way as (A) from 4-oxo-piperidine-1-carboxylic acid tert-butyl ester (3.59 g, 18.0 mmol), 4-chloro-phenylamine (1.15 g, 9.0 mmol) and sodium triacetoxyborhydride (5.34 g, 25.2 mmol) in dichloromethane (40 ml) and acetic acid (3.1 ml). The deprotection was run in dichloromethane (37 ml) and trifluoro acetic acid (18 ml). Yield 1.5 g, 79%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06927222B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-20419aa56fb04dbc94c63111deb83e03 |
| Source note | uspto-grants-2005_08 |