HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl chloroformate → Dimethyl 2-(3-fluorobenzyl)piperidine-1,4-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl chloroformate | HCID 6586 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 2-(3-fluorobenzyl)piperidine-4-carboxylate | HCID 66732105 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Dimethyl 2-(3-fluorobenzyl)piperidine-1,4-dicarboxylate | HCID 66734612 | 99.4% |
Reaction Steps
Methyl 2-(3-fluorobenzyl)piperidine-4-carboxylate (7.6 g, 30.24 mmol) was dissolved in DCM (200 mL) and DIPEA (6.32 mL, 36.29 mmol), then methyl carbonochloridate (3.3 mL, 41.91 mmol) was added. The solution was stirred at room temperature for 2 h. The reaction mixture was washed with 0.1 M HCl and satd NaHCO3. The organic phase was passed through a phase separator and evaporated to yield dimethyl 2-(3-fluorobenzyl)piperidine-1,4-dicarboxylate (9.30 g, 99%) as a brown oil. MS m/z 310 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415378B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-222c1f9fa8df41afbff1653ed5a1dd42 |
| Source note | uspto-grants-2013_04 |