HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 67402190, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl chloroformate | HCID 6586 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 67402546 | HCID 67402546 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67402190 | HCID 67402190 | 79.2% |
Reaction Steps
4-[2,2,2-Trifluoro-1-(triethylsiloxy)ethyl]piperidine (303 mg, 1.02 mmol) was dissolved in dichloromethane (6 mL). To this, triethylamine (0.213 mL, 1.53 mmol) and methyl chloroformate (0.213 mL, 1.53 mmol) were added at 0° C. and the mixture was stirred at room temperature for 1 hour. The reaction was stopped by addition of water to the reaction mixture, and extraction with dichloromethane was performed, followed by drying over anhydrous sodium sulfate. The solvent was evaporated off under reduced pressure, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=17/3) to give 1-methoxycarbonyl-4-[2,2,2-trifluoro-1-(triethylsiloxy)-ethyl]piperidine (287 mg, yield: 79%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08673908B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-710520df70b14d819812ac43ed02307c |
| Source note | uspto-grants-2014_03 |