HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl chloroformate → Dimethyl 2-(2,6-difluorobenzyl)piperidine-1,4-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl chloroformate | HCID 6586 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 2-(2,6-difluorobenzyl)piperidine-4-carboxylate | HCID 66731568 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Dimethyl 2-(2,6-difluorobenzyl)piperidine-1,4-dicarboxylate | HCID 66734964 | 98.2% |
Reaction Steps
Methyl 2-(2,6-difluorobenzyl)piperidine-4-carboxylate (5.008 g, 18.60 mmol) was dissolved in DCM (121 mL) and DIPEA (3.89 mL, 22.32 mmol) followed by methyl carbonochloridate (2.050 mL, 26.04 mmol) were added. After 3.5 h at room temperature the solution was washed with 0.1 M HCl and satd NaHCO3. The organic phase was dried and concentrated to yield dimethyl 2-(2,6-difluorobenzyl)piperidine-1,4-dicarboxylate (5.98 g, 98%). MS m/z 328 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415378B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-e2011a64e76a4ee08adf1e03cd6e9d97 |
| Source note | uspto-grants-2013_04 |