HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 53482622, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-(Trifluoromethoxy)aniline | HCID 600848 | — |
| Reactant | Dimethylalumanylium chloride | HCID 16686359 | — |
| Reactant | HCID 58478408 | HCID 58478408 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 53482622 | HCID 53482622 | 25.7% |
Reaction Steps
4-(2-Methoxy-ethyl)-2-oxo-1-propyl-piperidine-4-carboxylic acid ethyl ester (0.205 g) and 4-(trifluormethoxy)aniline (0.268 g) were dissolved in toluene (15 ml) under an argon atmosphere at RT. Dimethylaluminium chloride in hexane (1 molar in hexane, 3.02 ml) was added and the mixture was refluxed over night. The reaction mixture was then cooled to RT, water (1 ml) was added and the mixture was stirred at RT for 15 minutes. The solvent was removed in vacuo, the residue adsorbed on silica gel and purified by flash chromatography on silica gel (eluents: AcOEt/CH2Cl2, gradient from 0 to 50% then with AcOEt/heptane: 70%) to give the desired material (0.072 g) as a viscous light yellow oil. MS (ESI): 371.2 (MH−).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08097634B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-6c560f906e374b90a1de73caf7ca1809 |
| Source note | uspto-grants-2012_01 |