HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3-Methyl 1-(4-nitrophenyl) 5-(4-ethylphenyl)piperidine-1,3-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Nitrophenyl chloroformate | HCID 82129 | — |
| Reactant | Methyl 5-(4-ethylphenyl)piperidine-3-carboxylate | HCID 58002552 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Methyl 1-(4-nitrophenyl) 5-(4-ethylphenyl)piperidine-1,3-dicarboxylate | HCID 58002382 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
3.0 g (12.1 mmol) of the compound from Example 11A were initially charged in 30 ml of dichloromethane and cooled to 0° C., and admixed with 3.4 ml (2.4 g, 12.1 mmol) of triethylamine and 2.4 g (12.1 mmol) of 4-nitrophenyl chloroformate. The reaction mixture was allowed to warm up slowly to RT and stirred at RT for 16 h. The mixture was washed several times with water, dried over sodium sulphate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent dichloromethane→dichloromethane/methanol 100:2). Yield: 4.7 g (83% of theory, purity 89%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08084469B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-ad543e96589f4676b53094f5da26754f |
| Source note | uspto-grants-2011_12 |