HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl chloroformate → Dimethyl 2-(4-(trifluoromethyl)phenyl)piperidine-1,4-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl chloroformate | HCID 6586 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-(4-Trifluoromethyl-phenyl)-piperidine-4-carboxylic acid methyl ester | HCID 66731800 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Dimethyl 2-(4-(trifluoromethyl)phenyl)piperidine-1,4-dicarboxylate | HCID 66734728 | 101.2% |
Reaction Steps
Methyl 2-(4-(trifluoromethyl)phenyl)piperidine-4-carboxylate (4.973 g, 17.31 mmol) was dissolved in DCM (100 mL) and DIPEA (3.62 mL, 20.77 mmol) added followed by methyl carbonochloridate (1.636 mL, 20.77 mmol). The solution was stirred at room temperature for 1 h 45 min. 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 crude dimethyl 2-(4-(trifluoromethyl)phenyl)piperidine-1,4-dicarboxylate (6.05 g, 101%) as a brown oil. MS m/z 346 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415378B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-ef086c98d9154fe091ab841360477f90 |
| Source note | uspto-grants-2013_04 |