HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-Methyl-3-pyrazolidinecarboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Bis(1,1-dimethylethyl) 2-methyl-1,5-pyrazolidinedicarboxylate | HCID 68287657 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-Methyl-3-pyrazolidinecarboxylic acid | HCID 68287951 | 97% |
Reaction Steps
To a solution of bis(1,1-dimethylethyl) 2-methyl-1,5-pyrazolidinedicarboxylate dissolved in dichloromethane (DCM) (25 mL) was added TFA (30.7 mL, 398 mmol) and water (3.59 mL, 199 mmol). The reaction was stirred at rt and monitored by LCMS. When the reaction was deemed complete, the solvent was evaporated under reduced pressure to give a residue which was azeotroped from toluene (50 mL×3) in order to remove the TFA and water. The crude product was obtained as a colorless oil (97% yield based on TFA Salt), which was used directly for the next step. LC-MS (ES) m/e 130.9 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08901119B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-6532b9850b1f4feebbb5ba97da370820 |
| Source note | uspto-grants-2014_12 |