HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl chloroformate → Dimethyl 2-(3-tert-butylphenyl)piperidine-1,4-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl chloroformate | HCID 6586 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 2-(3-tert-butylphenyl)piperidine-4-carboxylate | HCID 66731564 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Dimethyl 2-(3-tert-butylphenyl)piperidine-1,4-dicarboxylate | HCID 66734775 | 102.2% |
Reaction Steps
Methyl 2-(3-tert-butylphenyl)piperidine-4-carboxylate (2.56 g, 9.30 mmol) was dissolved in DCM (100 mL) and DIPEA (2.429 mL, 13.94 mmol) added followed by methyl carbonochloridate (0.9 mL, 11.43 mmol) at 0° C. The solution was stirred at room temperature for 1 h. The reaction mixture was washed with 1 M aq HCl (pH 4) followed by brine, satd NaHCO3. The organic phase was passed through a phase separator and evaporated to yield dimethyl 2-(3-tert-butylphenyl)piperidine-1,4-dicarboxylate (3.17 g, quant.) as a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415378B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-954077d9990d4cedac75cd1b02237852 |
| Source note | uspto-grants-2013_04 |